alkenes

Summary

Summary: Unsaturated hydrocarbons of the type Cn-H2n, indicated by the suffix -ene. (Grant & Hackh's Chemical Dictionary, 5th ed, p408)

Top Publications

  1. pmc Asymmetric bioreduction of activated alkenes to industrially relevant optically active compounds
    Christoph K Winkler
    Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz, Austria
    J Biotechnol 162:381-9. 2012
  2. ncbi Palladium-catalyzed oxidative aryltrifluoromethylation of activated alkenes at room temperature
    Xin Mu
    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
    J Am Chem Soc 134:878-81. 2012
  3. ncbi Task group differences in cuticular lipids in the honey bee Apis mellifera
    Ricarda Kather
    Department of Animal and Plant Sciences, University of Sheffield, Sheffield, UK
    J Chem Ecol 37:205-12. 2011
  4. pmc Activation of remote meta-C-H bonds assisted by an end-on template
    Dasheng Leow
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    Nature 486:518-22. 2012
  5. pmc Rh(III)-catalyzed regioselective synthesis of pyridines from alkenes and α,β-unsaturated oxime esters
    Jamie M Neely
    Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States
    J Am Chem Soc 135:66-9. 2013
  6. pmc Pd(II)-catalyzed olefination of electron-deficient arenes using 2,6-dialkylpyridine ligands
    Yang Hui Zhang
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    J Am Chem Soc 131:5072-4. 2009
  7. ncbi Bioconjugation with strained alkenes and alkynes
    Marjoke F Debets
    Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, 6525 AJ, The Netherlands
    Acc Chem Res 44:805-15. 2011
  8. ncbi Asymmetric alkene reduction by yeast old yellow enzymes and by a novel Zymomonas mobilis reductase
    Andre Muller
    School of Biotechnology and Biomolecular Sciences, University of New South Wales, Sydney, New South Wales 2052, Australia
    Biotechnol Bioeng 98:22-9. 2007
  9. pmc Nitric oxide protection against murine cerebral malaria is associated with improved cerebral microcirculatory physiology
    Pedro Cabrales
    La Jolla Bioengineering Institute, La Jolla, CA 92037, USA
    J Infect Dis 203:1454-63. 2011
  10. ncbi Observation of Fe(V)=O using variable-temperature mass spectrometry and its enzyme-like C-H and C=C oxidation reactions
    Irene Prat
    Departament de Quimica, Universitat de Girona, Campus de Montilivi, Girona 17071, Spain
    Nat Chem 3:788-93. 2011

Detail Information

Publications307 found, 100 shown here

  1. pmc Asymmetric bioreduction of activated alkenes to industrially relevant optically active compounds
    Christoph K Winkler
    Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz, Austria
    J Biotechnol 162:381-9. 2012
    ....
  2. ncbi Palladium-catalyzed oxidative aryltrifluoromethylation of activated alkenes at room temperature
    Xin Mu
    State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
    J Am Chem Soc 134:878-81. 2012
    A palladium-catalyzed intramolecular oxidative aryltrifluoromethylation reaction of activated alkenes has been explored. The reaction allows for an efficient synthesis of a variety of CF(3)-containing oxindoles...
  3. ncbi Task group differences in cuticular lipids in the honey bee Apis mellifera
    Ricarda Kather
    Department of Animal and Plant Sciences, University of Sheffield, Sheffield, UK
    J Chem Ecol 37:205-12. 2011
    ..we investigated the presence of task-specific patterns in the cuticular lipids (n-alkanes, fatty acids, and alkenes) of bees. Cuticular lipids are known to play an essential role in the recognition processes of insects...
  4. pmc Activation of remote meta-C-H bonds assisted by an end-on template
    Dasheng Leow
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    Nature 486:518-22. 2012
    ..In addition, this template overrides the intrinsic electronic and steric biases as well as ortho-directing effects with two broadly useful classes of arene substrates (toluene derivatives and hydrocinnamic acids)...
  5. pmc Rh(III)-catalyzed regioselective synthesis of pyridines from alkenes and α,β-unsaturated oxime esters
    Jamie M Neely
    Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States
    J Am Chem Soc 135:66-9. 2013
    Unsaturated O-pivaloyl oximes are coupled to alkenes by Rh(III) catalysis to afford substituted pyridines. The reaction with activated alkenes is exceptionally regioselective and high-yielding...
  6. pmc Pd(II)-catalyzed olefination of electron-deficient arenes using 2,6-dialkylpyridine ligands
    Yang Hui Zhang
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    J Am Chem Soc 131:5072-4. 2009
    ..The combination of directed and nondirected C-H functionalization of arenes provides a versatile route for the synthesis of highly sought after 1,2,4-trisubstituted arenes...
  7. ncbi Bioconjugation with strained alkenes and alkynes
    Marjoke F Debets
    Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, 6525 AJ, The Netherlands
    Acc Chem Res 44:805-15. 2011
    ..a rapidly increasing number of bioorthogonal reactions has been developed based on chemistry involving strained alkenes or strained alkynes...
  8. ncbi Asymmetric alkene reduction by yeast old yellow enzymes and by a novel Zymomonas mobilis reductase
    Andre Muller
    School of Biotechnology and Biomolecular Sciences, University of New South Wales, Sydney, New South Wales 2052, Australia
    Biotechnol Bioeng 98:22-9. 2007
    ..Based on the currently accepted mechanism of flavin mediated anti-hydrogenation of the carbon double bond, the data in this study may be explained by a flipped orientation of some of the substrates in the active center of OYE...
  9. pmc Nitric oxide protection against murine cerebral malaria is associated with improved cerebral microcirculatory physiology
    Pedro Cabrales
    La Jolla Bioengineering Institute, La Jolla, CA 92037, USA
    J Infect Dis 203:1454-63. 2011
    ..5 vs 10.9 adherent leukocytes per 100 μm vessel length) compared with saline treatment. In conclusion, NO protection against CM is associated with improved brain microcirculatory hemodynamics and decreased vascular pathology...
  10. ncbi Observation of Fe(V)=O using variable-temperature mass spectrometry and its enzyme-like C-H and C=C oxidation reactions
    Irene Prat
    Departament de Quimica, Universitat de Girona, Campus de Montilivi, Girona 17071, Spain
    Nat Chem 3:788-93. 2011
    ..This study pioneers the implementation of variable-temperature mass spectrometry to investigate reactive intermediates...
  11. ncbi Palladium-catalyzed carboiodination of alkenes: carbon-carbon bond formation with retention of reactive functionality
    Stephen G Newman
    Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St George Street, Toronto, Ontario, Canada M5S 3H6
    J Am Chem Soc 133:1778-80. 2011
    We report a palladium-catalyzed carbon-carbon bond-forming reaction between aryl iodides and alkenes. In contrast to traditional cross-coupling reactions, two new bonds are formed, and all of the atoms in the starting materials are ..
  12. ncbi Gold-catalyzed intermolecular reactions of propiolic acids with alkenes: [4 + 2] annulation and enyne cross metathesis
    Hyun Suk Yeom
    Department of Chemistry and Research Institute for Natural Sciences, Hanyang University, Seoul 133 791, Korea
    J Am Chem Soc 134:208-11. 2012
    A gold-catalyzed intermolecular reaction of propiolic acids with alkenes led to a [4 + 2] annulation or enyne cross metathesis...
  13. ncbi Olefin cyclopropanation via carbene transfer catalyzed by engineered cytochrome P450 enzymes
    Pedro S Coelho
    Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA
    Science 339:307-10. 2013
    ..This work highlights the capacity to adapt existing enzymes for the catalysis of synthetically important reactions not previously observed in nature...
  14. ncbi Rh(III)-catalyzed directed C-H olefination using an oxidizing directing group: mild, efficient, and versatile
    Souvik Rakshit
    Organisch Chemisches Institut, Westfälische Wilhelms Universität Münster, Münster, Germany
    J Am Chem Soc 133:2350-3. 2011
    ..In addition, simply changing the substituent of the directing/oxidizing group results in the selective formation of valuable tetrahydroisoquinolinone products...
  15. ncbi Olefin cross-metathesis for the synthesis of heteroaromatic compounds
    Timothy J Donohoe
    Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK
    Org Biomol Chem 10:1322-8. 2012
    ..This approach allows a convergent union of simple, functionalised, three- to four-carbon olefinic core building blocks, to generate furans, pyrroles and pyridines with a high degree of control of substitution pattern in the product...
  16. ncbi Olefin metathesis for site-selective protein modification
    Yuya A Lin
    Department of Chemistry, University of Oxford, UK
    Chembiochem 10:959-69. 2009
    ..Also discussed are the opportunities in protein engineering for the genetic introduction of amino acids suitable for metathesis and the related challenges in chemistry and biology...
  17. pmc Genetic Encoding of bicyclononynes and trans-cyclooctenes for site-specific protein labeling in vitro and in live mammalian cells via rapid fluorogenic Diels-Alder reactions
    Kathrin Lang
    Medical Research Council Laboratory of Molecular Biology, Hills Road, Cambridge CB2 0QH, United Kingdom
    J Am Chem Soc 134:10317-20. 2012
    ..Unlike the reactions of strained alkenes, including trans-cyclooctenes and norbornenes, with tetrazines, the BCN-tetrazine reaction gives a single product ..
  18. ncbi Catalytic hydrotrifluoromethylation of unactivated alkenes
    Satoshi Mizuta
    Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom
    J Am Chem Soc 135:2505-8. 2013
    A visible-light-mediated hydrotrifluoromethylation of unactivated alkenes that uses the Umemoto reagent as the CF(3) source and MeOH as the reductant is disclosed...
  19. ncbi Rhodium-catalyzed selective olefination of arene esters via C-H bond activation
    Sae Hume Park
    Department of Chemistry and Molecular Level Interface Research Center, Korea Advanced Institute of Science and Technology, Daejeon 305 701, Korea
    Org Lett 13:2372-5. 2011
    ..The reaction is highly regioselective with a range of benzoates and benzaldehydes enabling the efficient olefination with acrylates, acrylic acid, and styrenes...
  20. ncbi Asymmetric bioreduction of alkenes using ene-reductases YersER and KYE1 and effects of organic solvents
    Yanto Yanto
    School of Chemical and Biomolecular Engineering, Parker H Petit Institute of Bioengineering and Biosciences, Georgia Institute of Technology, Atlanta, Georgia 30332 0363, United States
    Org Lett 13:2540-3. 2011
    Asymmetric trans-bioreduction of activated alkenes by KYE1 from Kluyveromyces lactis and Yers-ER from Yersinia bercovieri, two ene-reductases from the Old Yellow Enzyme family, showed a broad substrate spectrum with a moderate to ..
  21. pmc Biomedical applications of tetrazine cycloadditions
    Neal K Devaraj
    Center for Systems Biology, Massachusetts General Hospital, 185 Cambridge Street, CPZN 5206, Boston, Massachusetts 02114, USA
    Acc Chem Res 44:816-27. 2011
    ..our recent efforts to design extremely rapid bioorthogonal coupling reactions between tetrazines and strained alkenes. These selective reactions were first used to covalently couple conjugated tetrazine near-infrared-emitting ..
  22. ncbi Identification of volatiles that are used in discrimination between plants infested with prey or nonprey herbivores by a predatory mite
    Jetske G de Boer
    Laboratory of Entomology, Wageningen University PO Box 8031, 6700 EH Wageningen, The Netherlands
    J Chem Ecol 30:2215-30. 2004
    ..Our data show that specific compounds from complex herbivore-induced volatile blends can play an important role in the selective foraging behavior of natural enemies of herbivorous arthropods...
  23. pmc Oxidative palladium(II) catalysis: A highly efficient and chemoselective cross-coupling method for carbon-carbon bond formation under base-free and nitrogenous-ligand conditions
    Kyung Soo Yoo
    Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089 1661, USA
    J Am Chem Soc 128:16384-93. 2006
    ..For instance, oxidative palladium(II) catalysis is effective with highly substituted alkenes and cyclic alkenes, which are known to be incompatible with other known catalytic conditions...
  24. pmc Herbivore-induced defense response in a model legume. Two-spotted spider mites induce emission of (E)-beta-ocimene and transcript accumulation of (E)-beta-ocimene synthase in Lotus japonicus
    Gen Ichiro Arimura
    Biotechnology Laboratory, Department of Botany, and Department of Forest Sciences, University of British Columbia, Vancouver V6T 1Z3, British Columbia, Canada
    Plant Physiol 135:1976-83. 2004
    ..japonicus involves control mechanisms in addition to up-regulation of LjEbetaOS transcripts...
  25. ncbi A highly efficient ADH-coupled NADH-recycling system for the asymmetric bioreduction of carbon-carbon double bonds using enoate reductases
    Katharina Tauber
    Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A 8010 Graz, Austria
    Biotechnol Bioeng 108:1462-7. 2011
    The asymmetric bioreduction of activated alkenes catalyzed by flavin-dependent enoate reductases from the OYE-family represents a powerful method for the production of optically active compounds...
  26. ncbi Variations of male cuticular hydrocarbons with geoclimatic variables: an adaptative mechanism in Drosophila melanogaster?
    J Rouault
    Laboratoire de Neurobiologie de l Apprentissage, de la Mémoire et de la Communication CNRS UMR 8620, Universite Paris Sud, Orsay, France
    Genetica 110:117-30. 2000
    ..No correlation was significant for the D. simulans populations studied. In this species a similar polymorphism of 7T/7P was found but restricted to a few populations from West Equatorial Africa...
  27. ncbi Low nitric oxide bioavailability contributes to the genesis of experimental cerebral malaria
    Irene Gramaglia
    La Jolla Bioengineering Institute, 505 Coast Boulevard, La Jolla, California 92037, USA
    Nat Med 12:1417-22. 2006
    ..We therefore conclude that low rather than high NO bioavailability contributes to the genesis of ECM...
  28. ncbi Copper-catalyzed trifluoromethylation of terminal alkenes through allylic C-H bond activation
    Jun Xu
    Department of Chemistry, Joint Laboratory of Green Synthetic Chemistry, University of Science and Technology of China, Hefei 230026, China
    J Am Chem Soc 133:15300-3. 2011
    An unprecedented type of reaction for Cu-catalyzed trifluoromethylation of terminal alkenes is reported. This reaction represents a rare instance of catalytic trifluoromethylation through C(sp(3))-H activation...
  29. ncbi Ligand-promoted C-3 selective C-H olefination of pyridines with Pd catalysts
    Mengchun Ye
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    J Am Chem Soc 133:6964-7. 2011
    ..This finding provides a novel disconnection for the synthesis of pyridine-containing alkaloids and drug molecules as well as a new approach for developing Pd-catalyzed C-H functionalizations of pyridines...
  30. pmc Stearoyl-acyl carrier protein desaturases are associated with floral isolation in sexually deceptive orchids
    Philipp M Schlüter
    Institutes of Systematic Botany, University of Zürich and Zürich Basel Plant Science Center, Ch 8008 Zurich, Switzerland
    Proc Natl Acad Sci U S A 108:5696-701. 2011
    ..pollinator attraction, flowers chemically mimic the pollinators' sex pheromones, the key components of which are alkenes with different double-bond positions...
  31. ncbi Ozonolysis in solvent/water mixtures: direct conversion of alkenes to aldehydes and ketones
    Charles E Schiaffo
    Department of Chemistry, University of Nebraska Lincoln, Lincoln, NE 68588 0304, USA
    J Org Chem 73:4688-90. 2008
    Ozonolysis of alkenes in the presence of solubilized water results in the direct formation of aldehydes and/or ketones, avoiding the need to isolate or decompose ozonides.
  32. doi Cross-dressing proteins by olefin metathesis
    Kent Kirshenbaum
    Nat Chem Biol 4:527-8. 2008
  33. ncbi Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes
    Masaki Shimizu
    Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto University Katsura, Nishikyo ku, Kyoto 615 8510, Japan
    J Am Chem Soc 127:12506-7. 2005
    Palladium-catalyzed cross-coupling reaction of 1,1-diboryl-1-alkenes with aryl and alkenyl iodides was found to proceed stereoselectively, giving rise to the corresponding mono-coupled product as a single diastereomer with E-..
  34. ncbi Domino rhodium/palladium-catalyzed dehydrogenation reactions of alcohols to acids by hydrogen transfer to inactivated alkenes
    Monica Trincado
    Department of Chemistry and Applied Biosciences, ETH Honggerberg, 8093 Zurich, Switzerland
    Chemistry 16:2751-7. 2010
    ..Thus a domino catalytic reaction is developed which promotes the reaction R-CH(2)-OH+NaOH+2 alkene-->R-COONa+2 alkane...
  35. pmc Pyridine is an organocatalyst for the reductive ozonolysis of alkenes
    Rachel Willand-Charnley
    Department of Chemistry, University of Nebraska Lincoln, Lincoln, Nebraska 68588 0304, United States
    Org Lett 14:2242-5. 2012
    Whereas the cleavage of alkenes by ozone typically generates peroxide intermediates that must be decomposed in an accompanying step, ozonolysis in the presence of pyridine directly generates ketones or aldehydes through a process that ..
  36. ncbi Heteroaromatic synthesis via olefin cross-metathesis: entry to polysubstituted pyridines
    Timothy J Donohoe
    Department of Chemistry, University of Oxford, Oxford, UK
    Org Lett 13:1036-9. 2011
    ..High levels of regiocontrol, short reaction sequences, and facile substituent variation are all notable aspects of this methodology...
  37. pmc An expedient route to substituted furans via olefin cross-metathesis
    Timothy J Donohoe
    Department of Chemistry, University of Oxford, Oxford, OX1 3TA UK
    Proc Natl Acad Sci U S A 107:3373-6. 2010
    ..These cascade processes portend further opportunities for the regiocontrolled preparation of other highly substituted aromatic and heteroaromatic classes...
  38. pmc Rh(III)-catalyzed oxidative coupling of unactivated alkenes via C-H activation
    Andy S Tsai
    Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA
    Org Lett 13:540-2. 2011
    Oxime directed aromatic C-H bond activation and oxidative coupling to alkenes is reported using a cationic Rh(III) catalyst. Significantly, the method can be used to oxidatively couple unactivated, aliphatic alkenes.
  39. ncbi Enhanced detection of olefins using ambient ionization mass spectrometry: Ag+ adducts of biologically relevant alkenes
    Ayanna U Jackson
    Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA
    Anal Bioanal Chem 399:367-76. 2011
    ..A simple silver nitrate spray solvent has the potential to further improve DESI analysis of unsaturated biomolecules and other molecules containing π-bonds through selective silver cationization...
  40. pmc Copper-catalyzed oxytrifluoromethylation of unactivated alkenes
    Rong Zhu
    Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States
    J Am Chem Soc 134:12462-5. 2012
    A mild, versatile, and convenient method for the efficient oxytrifluoromethylation of unactivated alkenes based on a copper-catalyzed oxidative difunctionalization strategy has been developed...
  41. ncbi Direct preparation of thiazoles, imidazoles, imidazopyridines and thiazolidines from alkenes
    Timothy J Donohoe
    Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, UK OX1 3TA
    Org Biomol Chem 10:1093-101. 2012
    ..thiazoles, imidazoles, imidazopyridines, thiazolidines and dimethoxyindoles, have been synthesised directly from alkenes via a two-step ketoidoination/cyclisation protocol...
  42. ncbi Photochemical grafting of n-alkenes onto carbon surfaces: the role of photoelectron ejection
    Paula E Colavita
    Department of Chemistry, University of Wisconsin Madison, 1101 University Avenue, Madison, WI 53706 1396, USA
    J Am Chem Soc 129:13554-65. 2007
    ..have performed a combined experimental and computational investigation of the photochemical reaction of terminal alkenes with hydrogen-terminated carbon surfaces...
  43. ncbi A chemoselective reduction of alkynes to (E)-alkenes
    Barry M Trost
    Department of Chemistry, Stanford University, Stanford, California 94305 5080, USA
    J Am Chem Soc 124:7922-3. 2002
    ..The reaction is compatible with many sensitive functional groups and provides a general trans-alkyne reduction not possible by other means...
  44. pmc Two metals are better than one in the gold catalyzed oxidative heteroarylation of alkenes
    Ekaterina Tkatchouk
    Materials and Process Simulation Center, California Institute of Technology, Pasadena, California 91125, USA
    J Am Chem Soc 133:14293-300. 2011
    ..The monometallic reductive elimination from mononuclear Au(III) complexes is also studied from which we can predict a ~15 kcal/mol advantage for bimetallic reductive elimination...
  45. pmc Scope and mechanism of the Pt-catalyzed enantioselective diboration of monosubstituted alkenes
    John R Coombs
    Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA
    J Am Chem Soc 135:11222-31. 2013
    The Pt-catalyzed enantioselective diboration of terminal alkenes can be accomplished in an enantioselective fashion in the presence of chiral phosphonite ligands...
  46. ncbi Nestmate and task cues are influenced and encoded differently within ant cuticular hydrocarbon profiles
    Stephen J Martin
    Department of Animal and Plant Sciences, University of Sheffield, Sheffield S102TN, UK
    J Chem Ecol 35:368-74. 2009
    ..The dissociating of the CHC profile into two or more independent parts has implications for the analysis and interpretation of past and future CHC studies...
  47. ncbi Copper-catalyzed electrophilic carbofunctionalization of alkynes to highly functionalized tetrasubstituted alkenes
    Marcos G Suero
    Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom
    J Am Chem Soc 135:5332-5. 2013
    ..The alkenyl triflate products can be elaborated through cross-coupling reactions to generate synthetically useful tetrasubstituted alkenes.
  48. ncbi Electrophilic trifluoromethylation by copper-catalyzed addition of CF3-transfer reagents to alkenes and alkynes
    Pär G Janson
    Department of Organic Chemistry, Stockholm University, SE 106 91 Stockholm, Sweden
    Org Lett 14:2882-5. 2012
    Regio- and stereoselective Cu-catalyzed addition of the above hypervalent iodine reagent to alkynes and alkenes was achieved...
  49. ncbi Ring-closing metathesis: novel routes to aromatic heterocycles
    Timothy J Donohoe
    Chemistry Research Laboratory, University of Oxford, Oxford, OX1 3TA UK
    Chemistry 14:5716-26. 2008
    ..The importance of heteroaromatic motifs in medicinal chemistry and biology, as well as the efficiency and wealth of metathesis transformations, have resulted in significant success in this rapidly developing area...
  50. ncbi Catalytic asymmetric carbohydroxylation of alkenes by a tandem diboration/Suzuki cross-coupling/oxidation reaction
    Steven P Miller
    Department of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599 3290, USA
    Org Lett 6:131-3. 2004
    ..The remaining C-B bond is then oxidized in the reaction workup thereby allowing for net asymmetric carbohydroxylation of alkenes in a tandem one-pot diboration/Suzuki coupling/oxidation sequence.
  51. ncbi Asymmetric intermolecular heck-type reaction of acyclic alkenes via oxidative palladium(II) catalysis
    Kyung Soo Yoo
    Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, Los Angeles, California 90089 1661, USA
    Org Lett 9:3933-5. 2007
    Herein, we report an asymmetric intermolecular Heck-type reaction of acyclic alkenes by using a palladium-pyridinyl oxazoline diacetate complex under oxidative palladium(II) catalysis conditions...
  52. ncbi Copper-catalyzed intermolecular cyanotrifluoromethylation of alkenes
    Yu Tao He
    State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P R China
    Org Lett 16:270-3. 2014
    A novel and highly practical reaction for the copper-catalyzed intermolecular cyanotrifluoromethylation of alkenes is presented here...
  53. ncbi Polymer - supported cobalt (II) catalysts for the oxidation of alkenes
    Edyta Błaz
    Department of Polymer Science and Technology, Krakow University of Technology, ul Warszawska 24, 31 155 Krakow, Poland
    Molecules 11:115-20. 2006
    ..Oxidation reactions of aliphatic and aromatic hydrocarbons were carried out in the presence of molecular oxygen at atmospheric pressure and epoxides or ketones were obtained as the main products with high selectivity...
  54. ncbi Expedient synthesis of cyclopropane alpha-amino acids by the catalytic asymmetric cyclopropanation of alkenes using iodonium ylides derived from methyl nitroacetate
    Benoît Moreau
    Departement de Chimie, Universite de Montreal, P O Box 6128, Station Downtown, Montreal, Quebec, Canada H3C 3J7
    J Am Chem Soc 127:18014-5. 2005
    ..5% ee) and diastereoselective (95:5 dr trans/cis) Cu(I)-catalyzed cyclopropanation of alkenes using phenyliodonium ylide generated in situ from iodosobenzene and methyl nitroacetate is reported...
  55. ncbi New chiral binaphthalene-derived iminium salt organocatalysts for asymmetric epoxidation of alkenes
    Philip C Bulman Page
    Department of Chemistry, Loughborough University, Loughborough, Leicestershire LE11 3TU, England
    J Org Chem 72:4424-30. 2007
    A series of binaphthalene-fused azepinium salts has been generated and used as organocatalysts in the asymmetric epoxidation of unfunctionalized alkenes, giving rise to ees of up to 84%.
  56. ncbi Au(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of münchnones with electron-deficient alkenes
    Asa D Melhado
    Department of Chemistry, University of California, Berkeley, CA 94720, USA
    J Am Chem Soc 129:12638-9. 2007
  57. ncbi A simple and effective catalytic system for epoxidation of aliphatic terminal alkenes with manganese(II) as the catalyst
    Kam Piu Ho
    Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom Kowloon, Hong Kong SAR
    Chemistry 14:7988-96. 2008
    ..catalyst and peracetic acid as the oxidant is found to be very effective in the epoxidation of aliphatic terminal alkenes with high product selectivity at ambient temperature...
  58. pmc Borenium ion catalyzed hydroboration of alkenes with N-heterocyclic carbene-boranes
    Aleksandrs Prokofjevs
    Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA
    J Am Chem Soc 134:12281-8. 2012
    Treatment of alkenes such as 3-hexene, 3-octene, and 1-cyclohexyl-1-butene with the N-heterocyclic carbene (NHC)-derived borane 2 and catalytic HNTf(2) (Tf = trifluoromethanesulfonyl (CF(3)SO(2))) effects hydroboration at room ..
  59. ncbi pi-Acidic alkene ligand effects in Pd-catalysed cross-coupling processes: exploiting the interaction of dibenzylidene acetone (dba) and related ligands with Pd(0) and Pd(II)
    Ian J S Fairlamb
    Department of Chemistry, University of York, York, United Kingdom
    Org Biomol Chem 6:3645-56. 2008
    ..In certain cases, beta-hydrogen elimination can be slowed down by pi-acidic alkenes, which opens up new reaction pathways (e.g...
  60. ncbi Palladium(II)-catalyzed intramolecular diamination of unfunctionalized alkenes
    Jan Streuff
    Kekule Institut fur Organische Chemie und Biochemie, Gerhard Domagk Str 1, D 53121 Bonn, Germany
    J Am Chem Soc 127:14586-7. 2005
    ..The reaction is truly catalytic in metal catalyst and represents the proof of principle for this elusive type of alkene oxidation...
  61. pmc Catalytic asymmetric thiofunctionalization of unactivated alkenes
    Scott E Denmark
    Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, United States
    J Am Chem Soc 133:15308-11. 2011
    ..Simple alkenes as well as styrenes afforded sulfenylated tetrahydrofurans and tetrahydropyrans by closure with pendant hydroxyl ..
  62. ncbi Ir(I)-catalyzed enantioselective secondary sp3 C-H bond activation of 2-(alkylamino)pyridines with alkenes
    Shiguang Pan
    Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo, 169 8555, Japan
    Org Lett 13:4692-5. 2011
    ..The reaction of 2-(alkylamino)pyridines with various alkenes gave chiral amines in good yields with high enantiomeric excesses.
  63. ncbi Palladium-catalyzed ring-forming aminoacetoxylation of alkenes
    Erik J Alexanian
    Department of Chemistry, Princeton University, Princeton, New Jersey 08544, USA
    J Am Chem Soc 127:7690-1. 2005
    A mild, palladium(II)-catalyzed ring-forming aminoacetoxylation of alkenes is described...
  64. ncbi Methylpiperate derivatives from Piper longum and their inhibition of monoamine oxidase
    Seon A Lee
    College of Pharmacy, Chungbuk National University, Cheongju, 361 763, Korea
    Arch Pharm Res 31:679-83. 2008
    ..1 microM). The kinetic study using the Lineweaver-Burk plots analysis suggested that methylpiperate (1) competitively inhibits MAO-A and MAO-B activities with the Ki values of 23.5 and 1.3 microM, respectively...
  65. ncbi A DFT comparison of the neutral and cationic Heck pathways
    Carina Bäcktorp
    Department of Chemistry, University of Gothenburg, Kemigården 4, 8076, SE 412 96, Goteborg, Sweden
    Dalton Trans 40:11308-14. 2011
    ..The geometries and energies of the selectivity-determining transitions states are analyzed in detail...
  66. ncbi Reactivity and regioselectivity in 1,3-dipolar cycloadditions of azides to strained alkynes and alkenes: a computational study
    Franziska Schoenebeck
    Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, USA
    J Am Chem Soc 131:8121-33. 2009
    ..Trans-cycloalkene dipolarophiles have much lower barriers than cis-cycloalkenes...
  67. doi Oxidatively intercepting Heck intermediates: Pd-catalyzed 1,2- and 1,1-arylhalogenation of alkenes
    Dipannita Kalyani
    Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA
    J Am Chem Soc 130:2150-1. 2008
  68. ncbi Highly regioselective Pd-catalyzed intermolecular aminoacetoxylation of alkenes and evidence for cis-aminopalladation and S(N)2 C-O bond formation
    Guosheng Liu
    Department of Chemistry, University of Wisconsin Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA
    J Am Chem Soc 128:7179-81. 2006
    Synthetic methods that achieve oxidative 1,2-difunctionalization of alkenes are very powerful in organic chemistry...
  69. ncbi Isotactic polymethoxydienes from the Philippines sponge Myriastra clavosa
    M Rama Rao
    Scripps Institution of Oceanography, University of California at San Diego, La Jolla 92093 0212, USA
    J Nat Prod 65:1201-3. 2002
    ..The structures of the isotactic polymethoxydienes, which exhibited moderate cytotoxicity, were elucidated by interpretation of spectroscopic data...
  70. ncbi An unexpected role of a trace amount of water in catalyzing proton transfer in phosphine-catalyzed (3 + 2) cycloaddition of allenoates and alkenes
    Yuanzhi Xia
    Beijing National Laboratory for Molecular Sciences BNLMS, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
    J Am Chem Soc 129:3470-1. 2007
  71. pmc Breaking the regioselectivity rule for acrylate insertion in the Mizoroki-Heck reaction
    Philipp Wucher
    Department of Chemistry, University of Konstanz, 78464 Konstanz, Germany
    Proc Natl Acad Sci U S A 108:8955-9. 2011
    ..Insights from these experiments will aid the rational design of complexes which enable a catalytic and regioirregular Mizoroki-Heck reaction of electron-deficient olefins...
  72. pmc Efficient diacetoxylation of alkenes via Pd(II)/Pd(IV) process with peracetic acid and acetic anhydride
    Chan Pil Park
    Loker Hydrocarbon Research Institutute and Department of Chemistry, University of Southern California, Los Angeles, California 90089 1661, USA
    Org Lett 12:2450-2. 2010
    A palladium-catalyzed diacetoxylation of alkenes in the presence of peracetic acid and acetic anhydride was developed to produce diacetates efficiently and diastereoselectively...
  73. ncbi Asymmetric reduction of activated alkenes using an enoate reductase from Gluconobacter oxydans
    Nina Richter
    Evocatal GmbH, Merowingerplatz 1a, 40225 Dusseldorf, Germany
    Appl Microbiol Biotechnol 89:79-89. 2011
    ..was heterologously expressed, purified, characterised and applied in the asymmetric reduction of activated alkenes. In addition to the determination of the kinetic properties, the major focus of this work was to utilise the ..
  74. ncbi Towards preparative-scale, biocatalytic alkene reductions
    Despina J Bougioukou
    Department of Chemistry, University of Florida, 126 Sisler Hall, Gainesville, FL 32611, USA
    Chem Commun (Camb) 46:8558-60. 2010
    ..The methodology is easily accessible to non-specialist laboratories, allowing alkene reductases to be added to the toolbox of routine synthetic transformations...
  75. ncbi Synthesis of tetrasubstituted alkenes through a palladium-catalyzed domino carbopalladation/C-H-activation reaction
    Lutz F Tietze
    Institut fur Organische und Biomolekulare Chemie, Georg August Universitat Gottingen, Tammannstrasse 2, 37077 Gottingen, Germany
    Chemistry 18:3286-91. 2012
    Helical tetrasubstituted alkenes (7) were obtained in a highly efficient way through a palladium-catalyzed domino-carbopalladation/CH-activation reaction of propargylic alcohols 6 in good to excellent yields...
  76. ncbi Biocatalysis with thermostable enzymes: structure and properties of a thermophilic 'ene'-reductase related to old yellow enzyme
    Björn V Adalbjörnsson
    Faculty of Life Sciences, University of Manchester, 131 Princess Street, Manchester M1 7DN, UK
    Chembiochem 11:197-207. 2010
    ..major interest in using Old Yellow Enzyme family members in the preparative biocatalysis of a number of activated alkenes. The increased stability of TOYE in organic solvents is advantageous for biotransformations in which water-..
  77. ncbi Palladium(0)-catalyzed cross-coupling of potassium (Z)-2-chloroalk-1-enyl trifluoroborates: a chemo- and stereoselective access to (Z)-chloroolefins and trisubstituted alkenes
    Xavier Guinchard
    CNRS Institut de Chimie des Substances Naturelles, Avenue de la Terrasse, 91198 Gif sur Yvette, France
    Chemistry 15:5793-8. 2009
    ..The usefulness of this methodology has been successfully illustrated by the first total synthesis of an N-acyl spermidine...
  78. ncbi The remarkable metal-catalysed olefin metathesis reaction
    Amir H Hoveyda
    Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA
    Nature 450:243-51. 2007
    ..Nonetheless, the full potential of olefin metathesis will be realized only when additional catalysts are discovered that are truly practical and afford exceptional selectivity for a significantly broader range of reactions...
  79. pmc Highly Z- and enantioselective ring-opening/cross-metathesis reactions catalyzed by stereogenic-at-Mo adamantylimido complexes
    Ismail Ibrahem
    Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA
    J Am Chem Soc 131:3844-5. 2009
    ..Importantly, the desired chiral pyrans thus obtained bear a Z olefin either exclusively (>98:<2 Z/E) or predominantly (>or=87:13 Z/E)...
  80. ncbi Metal triflate catalyzed reactions of alkenes, NBS, nitriles, and TMSN3: synthesis of 1,5-disubstituted tetrazoles
    Saumen Hajra
    Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India
    J Org Chem 72:1852-5. 2007
    ..the synthesis of 1,5-disubstituted tetrazoles has been developed by metal triflate catalyzed one-pot reaction of alkenes, NBS, nitriles, and TMSN3. Among the metal triflates, Zn(OTf)2 was found to be the best catalyst...
  81. pmc Formation of isobutene from 3-hydroxy-3-methylbutyrate by diphosphomevalonate decarboxylase
    David S Gogerty
    Department of Biochemistry, Biophysics and Molecular Biology, Iowa State University, Ames, Iowa 50011, USA
    Appl Environ Microbiol 76:8004-10. 2010
    ..Moreover, isobutene is a gas, which might simplify its purification from a fermentation medium, substantially reducing production costs...
  82. pmc Formation of alkenes via degradation of tert-alkyl ethers and alcohols by Aquincola tertiaricarbonis L108 and Methylibium spp
    Franziska Schäfer
    Department of Environmental Microbiology, Helmholtz Centre for Environmental Research UFZ, Permoserstr 15, 04318 Leipzig, Germany
    Appl Environ Microbiol 77:5981-7. 2011
    ..The possible use of alkene formation as an easy-to-measure indicator of aerobic fuel oxygenate biodegradation in contaminated aquifers is discussed...
  83. ncbi Asymmetric bioreduction of activated C=C bonds using enoate reductases from the old yellow enzyme family
    Rainer Stuermer
    BASF AG, GVF E B9, D 67056 Ludwigshafen, Germany
    Curr Opin Chem Biol 11:203-13. 2007
    The asymmetric bioreduction of alkenes bearing an electron-withdrawing group using flavin-dependent enzymes from the 'old yellow enzyme' family at the expense of NAD(P)H yields the corresponding non-racemic alkanes going in hand with the ..
  84. pmc (E)-beta-ocimene and myrcene synthase genes of floral scent biosynthesis in snapdragon: function and expression of three terpene synthase genes of a new terpene synthase subfamily
    Natalia Dudareva
    Department of Horticulture and Landscape Architecture, Purdue University, West Lafayette, Indiana 47907, USA
    Plant Cell 15:1227-41. 2003
    ..Analyses of tissue-specific, developmental, and rhythmic expression of these monoterpene synthase genes in snapdragon flowers revealed coordinated regulation of phenylpropanoid and isoprenoid scent production...
  85. ncbi Quantitative and mechanistic read across for predicting the skin sensitization potential of alkenes acting via Michael addition
    Steven James Enoch
    School of Pharmacy and Chemistry, Liverpool John Moores University, Byrom Street, Liverpool, L3 3AF, England
    Chem Res Toxicol 21:513-20. 2008
    ....
  86. ncbi 9-Borabicyclo[3.3.2]decanes and the asymmetric hydroboration of 1,1-disubstituted alkenes
    Ana Z Gonzalez
    University of Puerto Rico, Department of Chemistry, Rio Piedras, Puerto Rico
    J Am Chem Soc 130:9218-9. 2008
    ..These reagents are effective for the hydroboration of cis-, trans- and trisubstituted alkenes. More significantly, they exhibit unprecedented levels of selectivity in the asymmetric hydroboration of 1,1-..
  87. pmc Catalytic Z-selective olefin cross-metathesis for natural product synthesis
    Simon J Meek
    Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA
    Nature 471:461-6. 2011
    b>Alkenes are found in many biologically active molecules, and there are a large number of chemical transformations in which alkenes act as the reactants or products (or both) of the reaction...
  88. pmc Synthesis of acyclic alpha,beta-unsaturated ketones via Pd(II)-catalyzed intermolecular reaction of alkynamides and alkenes
    Norie Momiyama
    Howard Hughes Medical Institute and Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 129:2230-1. 2007
  89. ncbi Synthesis of 1,2-diheteroatom-substituted alkenes via rhodium-catalyzed intramolecular hydrogen transfer
    M Mar Diaz-Requejo
    Department of Chemistry, University of North Carolina at Chapel Hill, CB 3290 Venable Hall, Chapel Hill, North Carolina 27599 3290, USA
    J Am Chem Soc 125:2038-9. 2003
    While 1,2-diheteroatom-substituted alkenes represent useful synthetic building blocks, there are no simple, general procedures available for preparation of such compounds...
  90. ncbi Total synthesis of the turrianes and evaluation of the DNA-cleaving properties
    Alois Fürstner
    Max Planck Institut fur Kohlenforschung, Mulheim Ruhr, Germany
    Chemistry 8:1856-71. 2002
    ..Turrianes 3-5 are shown to be potent DNA cleaving agents under oxidative conditions when administered in the presence of copper ions...
  91. ncbi Analysis of defensive responses activated by volatile allo-ocimene treatment in Arabidopsis thaliana
    Kyutaro Kishimoto
    CREST, Japan Science and Technology Agency, Kawaguchi, Saitama, Japan
    Phytochemistry 67:1520-9. 2006
    ....
  92. doi Oxygen and base-free oxidative heck reactions of arylboronic acids with olefins
    Jiwu Ruan
    Department of Chemistry, Liverpool Centre for Materials and Catalysis, University of Liverpool, Liverpool L69 7ZD, UK
    J Am Chem Soc 130:2424-5. 2008
  93. ncbi Oxygen-promoted Pd(II) catalysis for the coupling of organoboron compounds and olefins
    Young Chun Jung
    Department of Chemistry SCA 400, University of South Florida, 4202 E Fowler Avenue, Tampa, FL 33620 5250, USA
    Org Lett 5:2231-4. 2003
    ..catalysis, leading to the formation of carbon-carbon bonds between a broad spectrum of organoboron compounds and alkenes. Molecular oxygen was employed to reoxidize the resultant Pd(0) species back to Pd(II) during catalytic cycles...
  94. ncbi Mechanism and activity of ruthenium olefin metathesis catalysts
    M S Sanford
    Arnold and Mabel Beckman Laboratories for Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA
    J Am Chem Soc 123:6543-54. 2001
    ..The origins of the observed substituent effects as well as the implications of these studies for the design and implementation of new olefin metathesis catalysts and substrates are discussed in detail...
  95. pmc Highly efficient molybdenum-based catalysts for enantioselective alkene metathesis
    Steven J Malcolmson
    Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA
    Nature 456:933-7. 2008
    ....
  96. ncbi Control of olefin geometry in macrocyclic ring-closing metathesis using a removable silyl group
    Yikai Wang
    Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA
    J Am Chem Soc 133:9196-9. 2011
    ..The application of this method to a range of macrocyclic (E)-alkenylsiloxanes is described. Protodesilylation of alkenylsiloxane products yields novel Z-configured macrocycles...
  97. pmc Synthesis and antioxidant properties of an unnatural plasmalogen analogue bearing a trans O-vinyl ether linkage
    Ravi S Lankalapalli
    Department of Chemistry and Biochemistry, Queens College of the City University of New York, Flushing, New York 11367 1597, USA
    Org Lett 11:2784-7. 2009
    ....
  98. pmc Pt-catalyzed enantioselective diboration of terminal alkenes with B2(pin)2
    Laura T Kliman
    Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA
    J Am Chem Soc 131:13210-1. 2009
    The Pt-catalyzed enantioselective addition of bis(pinacolato)diboron to simple monosubstituted alkenes is described...
  99. pmc Highly Z-selective metathesis homocoupling of terminal olefins
    Annie J Jiang
    Department of Chemistry 6 331, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA
    J Am Chem Soc 131:16630-1. 2009
    ....
  100. ncbi Does selection on floral odor promote differentiation among populations and species of the sexually deceptive orchid genus Ophrys?
    Jim Mant
    Geobotanical Institute, ETH Zurich, Zollikerstrasse 107, 8008 Zurich, Switzerland
    Evolution 59:1449-63. 2005
    ..Odor compounds that are electrophysiologically active in C. cunicularius males, especially alkenes, were more strongly differentiated among conspecific populations than nonactive compounds in the floral odor...
  101. ncbi Efficient and Z-selective cross-metathesis of conjugated enynes
    Eric C Hansen
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    Org Lett 6:2035-8. 2004
    ..The reaction of this intermediate with alkenes and alkynes yields conjugated enynes with Z-selectivity.

Research Grants63

  1. Pilot-Scale Heterocyclic and Carbocyclic Libraries for High Throughout Screening
    RICHARD LAROCK; Fiscal Year: 2009
    ..1) The Pd-catalyzed annulation of alkynes, dienes, alkenes and arynes will be employed to prepare specially diverse libraries of indoles, benzofurans, benzopyrans, ..
  2. Synthesis, Biosynthesis, and Structure of Antitumor Agents
    Thomas R Hoye; Fiscal Year: 2013
    ..This will allow for efficient (i.e., non-statistical) cross coupling of two different alkenes, even when the two are used in an equimolar ratio...
  3. The Nerve Terminal as the Site of Action for Type-2 Alkenes
    RICHARD MICHAEL LOPACHIN; Fiscal Year: 2013
    ..g., acrolein, 4-hydroxy-2-nonenal (HNE) and methyl acrylate (MA). The type- 2 alkenes are prevalent dietary contaminants and environmental pollutants that have significant toxicological consequences...
  4. Halogenated Alkenes and Microsomal GSH-transferases
    Michael J Kelner; Fiscal Year: 2010
    ..4] To determine the relative contribution of MGST1 and MGST2 to cellular antioxidant capacity through studies utilizing human MGST1 and MGST2 null cells. ..
  5. Au/Pt Catalysis in the Synthesis of Elaborate N-Heterocycles: Methodology Develop
    Liming Zhang; Fiscal Year: 2013
    ..tremendous attention lately due to the exceptional capacities of Au salts/complexes in activating alkynes/allenes/alkenes. Pt catalysts, mostly PtCl2, have shown similar reactivities...
  6. Asymmetric Lewis Base Catalysis in Main Group Chemistry
    Scott Eric Denmark; Fiscal Year: 2013
    ..Direct functionalization and cyclofunctionalization of alkenes bearing a tethered nucleophile (oxygen, nitrogen, carbon) is a powerful method for creating stereodefined chains, ..
  7. Investigations of Bacterial Biofilm Proteomes Using Artifical Amino Acids
    NICHOLAS DEWAYNE BALL; Fiscal Year: 2013
    ..Post-translational oxidation and elimination of SeMet residues to form alkenes can be coupled with thiol-ene chemistry to tag newly synthesized proteins, eliminating the need for a chemical ..
  8. Evaluating Aspects of O2-Activation by Bacterial Multicomponent Monooxygenases
    RACHEL BEHAN WOLLACOTT; Fiscal Year: 2010
    ..Alkene monooxygenase (AMO) from R. Rhodochrous B-276, a BMM capable of epoxidation of alkenes, will be cloned into an E. coli vector developed for the expression of multisubunit enzymes...
  9. SYNTHESIS OF PHOSPHATE ESTERS WITH IODINE--III REAGENTS
    GERALD KOSER; Fiscal Year: 1990
    ..The functionalization of ketones and beta-dicarbonyl compounds, silyl enol ethers, silyl ketene acetals, alkenes, conjugated dienes, alkynes and alkenoic acids with the iodine(III)-phosphates will provide a variety of new ..
  10. Efficient Assemblage of Complex Biologically-Active Targets Using Donor-Acceptor
    KEITH THOMAS MEAD; Fiscal Year: 2012
    ..The strategy will involve metal-catalyzed cyclopropanations of electron-rich alkenes with ?-substituted ?-diazo esters to generate donor-acceptor cyclopropane (DAC) rings that are geminally ..
  11. MECHANISM OF GLUTATHIONE CONJUGATE DEPENDENT TOXICITY
    Arthur Cooper; Fiscal Year: 2007
    ..DESCRIPTION (provided by applicant): A significant portion of the US population is exposed to toxic, halogenated alkenes (e.g., trichloroethylene, tetrachloroethylene and tetrafluoroethylene) in the workplace and environment...
  12. Aerobic Oxidative Functionalization of Alkenes: Methods and Mechanisms
    Shannon S Stahl; Fiscal Year: 2013
    ..In this project, we will develop Pd-catalyzed methods for selective oxidation of alkenes that are capable of using O2 as the stoichiometric oxidant...
  13. Development and Applications of Photoinducible Bioorthogonal Chemistry
    Qing Lin; Fiscal Year: 2013
    ..In the Preliminary Studies, we show the first photoinducible bioorthogonal reaction between diaryltetrazoles and alkenes, and its application in the site-specific modification of proteins both in biological buffer and in living E...
  14. Tools to Fight Cancer: Exploiting Heck-type Olefinations to Forge Medium Rings
    Jennifer L Roizen; Fiscal Year: 2012
    ..with activated heteroaromatics to assemble medium-sized rings;(3) the intermolecular carbon-carbon coupling of alkenes with activated substrates;(4) the highly-convergent synthesis of seven-membered rings through tandem sequential ..
  15. Catalytic Methods for Carbon-Carbon and Carbon-Heteroatom Bond Formation
    F D Toste; Fiscal Year: 2013
    ..Gold-catalyzed reactions of alkenes are also proposed...
  16. Alkaloid Synthesis via Asymmetric C-CN Activation
    Christopher J Douglas; Fiscal Year: 2013
    ..Little is known about the reaction from a mechanistic standpoint, how aryl- or quaternary carbon-substituted alkenes might undergo migratory insertion in a synthetically useful manner, or whether other similar organonitriles will ..
  17. Catalytic Stereoselective Olefin Metathesis Reactions
    Richard R Schrock; Fiscal Year: 2013
    DESCRIPTION (provided by applicant): Alkenes are found in a great number of biologically active molecules and are employed in some of the most widely used transformations used to access them (such as hydrogenations, epoxidations, ..
  18. ALKALOID SYNTHESIS VIA (3+2) CYCLOADDITIONS
    BRIAN COPPOLA; Fiscal Year: 2003
    ..The proposed research will attempt to use the anionic (3+2) cycloaddition of 2-azaallyl anions with alkenes and the 1,3-dipolar cycloaddition of azomethine ylides with alkenes for the construction of a cross-section of ..
  19. Reductive Coupling Reactions: Trading Organometallic Reagents for Organic Halides
    DANIEL JOHN WEIX; Fiscal Year: 2013
    ..3) extend the concept of reductive coupling to include the coupling of organic halides with carbon monoxide, alkenes, and alkynes...
  20. New Synthetic Strategies for Protein Engineering
    Matthew B Francis; Fiscal Year: 2010
    ..Start to finish, this procedure takes as little as three hours to carry out, and can be used to couple alkenes and alkynes to tyrosines with absolute selectivity...
  21. Catalytic Asymmetric Hydrogenation
    Xumu Zhang; Fiscal Year: 2007
    ..The P.I. has developed a chiral ligand toolbox for asymmetric hydrogenation of ketones, alkenes, imines and aromatic compounds...
  22. New Methods for Nitrogen Heterocycle Synthesis
    Sherry R Chemler; Fiscal Year: 2013
    ..The starting compounds are stable, readily available amines, alcohols and alkenes. The reaction methodology enables the versatile stereoselective synthesis of various alkene difunctionalization ..
  23. Synthesis of Potentially Bioactive Peroxides by Electrophilic Activation
    SHELLI WAETZIG; Fiscal Year: 2009
    ..Develop electrophilic cyclizations of bis(hydroperoxy)acetals onto activated alkenes to prepare endoperoxides...
  24. NOVEL ROUTES TO PHYSIOLOGICALLY ACTIVE COMPOUNDS
    K Vollhardt; Fiscal Year: 1991
    ..The discovery that Alpha,Omega-diynes can be cocyclized with alkenes should provide a general synthetic solution to the problem of linear annelation, a strategy that will be applied ..
  25. Group (IV) Imido Complex-Mediated Syntheses of Nitrogen-Containing Heterocycles
    JENNIFER SCHOMAKER; Fiscal Year: 2009
    ..The proposed research will examine the addition of group (IV) imido complexes to alkenes and strained cyclopropanes to form azametallacyclobutanes and pentanes...
  26. Arthropod-Based Libraries for High Throughput Screening
    Frank Schroeder; Fiscal Year: 2009
    ..While many of the compounds we have characterized have simple structures (such as straight chain alkenes, carboxylic acids, aldehydes, phenols, benzoquinones), there are also many examples of biologically active ..
  27. Development and Applications of Asymmetric Hydrovinylation of Alkenes
    T V RajanBabu; Fiscal Year: 2010
    ..Applications aside, we hope that the study of the reaction would reveal new control elements useful for the development of new, broadly applicable, tools for catalytic asymmetric synthesis. ..
  28. TRANSITION METAL ORGANOIMIDO PORPHYRINS
    JOANNE SMIEJA; Fiscal Year: 1990
    ..equivalents to determine if amines or coupling products such as azoarenes or azoalkanes predominate and we will explore the use of these organoimido complexes as potential nitrene transfer reagents for the aziridination of alkenes.
  29. Selective C-H Bond Functionalization in Complex Organic Synthesis
    Dalibor Sames; Fiscal Year: 2010
    ..Also, two new approaches to cross-coupling of sp3 C-H bonds and alkenes (1-alkylation of saturated heterocycles) will be pursued: first, the intermolecular transition metal-catalyzed ..
  30. Visible Light Photocatalyzed Cycloaddition Reactions with Cyclopropyl Sulfides
    Danielle M Schultz; Fiscal Year: 2013
    ..and participation of the requisite 3-carbon radical cation intermediate in cycloaddition reactions between alkenes and dienes...
  31. SYNTHESIS OF BIOLOGICALLY IMPORTANT DIHYDROBENZOFURANS
    Thomas Engler; Fiscal Year: 1991
    A study is proposed of the Lewis acid catalyzed reactions of various alkenes and cyclopropanes with methoxy-1,4-benzoquinones to selectively yield dihydrobenzofurans A-C and chromans D-F, respectively...
  32. Development of an Asymmetric Amination Process of Unactivated Olefins
    JOHN ROBBINS DEBERGH; Fiscal Year: 2012
    ..This approach involves the addition of nitrile nucleophiles to 1-alkenes to form a variety of highly functionalized products, such as amides, secondary amines, and nitrogen heterocycles...
  33. Catalytic Hydrofunctionalization as a Route to Heterocyclic Compounds
    ROSS WIDENHOEFER; Fiscal Year: 2009
    ..is the development of Pt- and Au- catalyzed protocols for the intramolecularhydrofunctionalization of unactivated alkenes and alleneswith carbon, nitrogen, and oxygen nucleophilesthat display the generality, efficiency and selectivity (..
  34. SYNTHESIS OF MACROCYCLIC NATURAL PRODUCTS
    Paul Bartlett; Fiscal Year: 1980
    ..of conformationally flexible carbon chains will be studied, including stereocontrolled oxidative addition to alkenes, cyclopropyloxirane fragmentation, and Claisen rearrangement of lactate esters...
  35. SYNTHESIS & CHEMISTRY OF QUINONE & SEMIQUINONE METHIDES
    STEVEN ANGLE; Fiscal Year: 1993
    ..reaction of quinone methides and benzyl cations with a series of one, two and three carbon 'units' (ylides, alkenes, allenes and 1,3-dipoles) will be explored...
  36. Pd-Catalyzed Olefin Functionalization Reactions for Organic Synthesis
    Matthew S Sigman; Fiscal Year: 2013
    DESCRIPTION (provided by applicant): Alkenes are exceptionally attractive functional groups for synthesis...
  37. Synthesis of Macrolides, Steroids, Cyclopentanoids, etc.
    BARRY TROST; Fiscal Year: 2009
    ..These new synthetic methods apply to many structural types beyond those illustrated and constitutes a significant to gain access to complex molecular targets more easily. ..
  38. New Alkene Difunctionalization Reactions for Organic Synthesis
    John P Wolfe; Fiscal Year: 2013
    ..the invention of new types of Pd-catalyzed reactions of aryl/alkenyl halides with amines/alcohols bearing pendant alkenes. These reactions will form two bonds and two stereocenters in one step to generate the desired heterocycles in an ..
  39. Synthesis of anticancer agents using Prins cyclization
    Scott Rychnovsky; Fiscal Year: 2007
    ..New methods to be developed include the second generation Mukayama aldol Prins (MAP) reaction with unactivated alkenes. A new cascade cyclization reaction between enones and enol ethers has been discovered that will be investigated...
  40. PALLADIUM-CATALYZED ALKYLATION OF CYCLOALKENES
    RICHARD LAROCK; Fiscal Year: 1992
    ..Preliminary results in our laboratories indicate that the palladium-catalyzed allylic cross-coupling of cyclic alkenes and aryl, vinylic and alkynyl halides, as well as alkenyl triflates, can be effected in high yield, under mild ..
  41. Silacyclopropanes: Building Blocks for Organic Synthesis
    KEITH ALLEN WOERPEL; Fiscal Year: 2010
    ..During the last funding period we developed a method for catalyzing the transfer of the silylene unit t-Bu2Si to alkenes at low temperatures...
  42. SYNTHESIS OF PROSTAGLANDIN ANALOGUES AND ANTAGONISTS
    RICHARD LAROCK; Fiscal Year: 1980
    ..reactions involving the addition of vinylpalladium or pi-allylpalladium compunds to strained bicyclic alkenes, and subsequent chain extension reactions employing the novel chemistry of organopalladium compounds, with which ..
  43. OZONE CHEMISTRY AND CHEMICAL CARCINOGENESIS
    Robert Murray; Fiscal Year: 1999
    ..Ozonolysis of solutions of tetra-substituted alkenes at varying concentration will be studied for evidence of dioxirane formation...
  44. MICROBIAL METABOLISM OF ALIPHATIC ALKENES AND EPOXIDES
    SCOTT ENSIGN; Fiscal Year: 1999
    ..proposal is to investigate the physiology, biochemistry, and genetics of the microbial metabolism of aliphatic alkenes, epoxides and related halogenated compounds...
  45. Ruthenium Catalyzed Bond Activation Reactions
    CHAE YI; Fiscal Year: 2006
    ..research seeks to gain the reaction mechanisms for catalytic C-H bond activation of amines and hydroamination of alkenes by employing well-defined ruthenium complexes...
  46. Robust DNA Biochip Surfaces
    TODD STROTHER; Fiscal Year: 2004
    ..GenTel scientists have developed proprietary chemistry that uses the UV mediated attachment of alkenes to glassy carbon and diamond surfaces...
  47. STEREOSPECIFIC SYNTHESIS WITH A MOLECULAR TEMPLATE
    Bernard Wood; Fiscal Year: 1980
    ..We have used such catalysts to synthesize specific geometric isomers of simple alkenes and to induce optical activity in a prochiral heterocyclic compound...
  48. C-O AND C-N BOND FORMATION USING METAL-BASED REAGENTS
    ROBERT BERGMAN; Fiscal Year: 2009
    ..for desymmetrization of meso-epoxides;(5) reactive and enantioselective catalysts for the hydroamination of alkenes;(6) catalytic hydrophosphination of alkenes and alkynes;(7) exploration of the addition of organic C-H bonds to ..
  49. RESTORATIVE MATERIALS BASED ON SILSESQUIOXANE POLYMERS
    ANTHONY SUTORIK; Fiscal Year: 1999
    ..where R is a short alkyl chain and R', a polymerizable group such as epoxy rings or ring-bound alkenes. These materials feature the combination of a rigid (SiO1 ...
  50. Agilent 5973 GC/MS System
    GARY MOLANDER; Fiscal Year: 2002
    ..Our current lack of such instrumentation negatively affects the ability to carry out many of these studies. This critical capability, in the form of an instrument for everyday analysis, is urgently needed. ..
  51. Catalytic Processes for Selective Organic Synthesis
    GARY MOLANDER; Fiscal Year: 2005
    ..4) Carbometalation/cyclization reactions will be explored utilizing organochromium species. 5) Ligands and catalytic systems designed for asymmetric synthesis will be explored. ..
  52. BRIDGEHEAD INTERMEDIATES IN SYNTHESIS
    George Kraus; Fiscal Year: 1991
    ..3.0) ring system. An immediate application is the antibiotic pentalenolactone E; and 4) the study of the cycloadditions of bridgehead enals with electron-rich alkenes. An immediate application is the isocedrene class of sesquiterpenes.
  53. ASYMMETRIC HYDROFORMYLATION OF OLEFINS
    LOUIS HEGEDUS; Fiscal Year: 1990
    ..The purpose of this research is to explore the platinum catalyzed asymmetric hydroformylation reaction of prochiral alkenes to afford a method of synthesis of optically pure aldehydes...
  54. ENZYMATIC ACTIVATION MECHANISMS
    LOWELL HAGER; Fiscal Year: 2001
    ..Study the elemental steps in the epoxidation of alkenes by CPO; 3)...
  55. MINORITY PREDOCTORAL FELLOWSHIP PROGRAM
    STACIE CALAD; Fiscal Year: 2006
    ..Metal-catalyzed silylene transfer to alkenes is an effective route to the synthesis of silacyclopropanes, however further investigation into the functional ..
  56. Synthesis of (-)-Terpestacin Via Cyclopentannelation
    GIDEON BERGER; Fiscal Year: 2005
    ..that still exist are the directing the regiospecificity of the olefination in the presence of competing reacting alkenes as well as the manipulation of the stereoselectivity of the final alkene formation...
  57. Tandem Cycloaddition Chemistry of 2-Azoniaheterodienes
    SCOTT DENMARK; Fiscal Year: 2007
    ..abstract_text> ..
  58. Cross-Coupling Reactions of Organosilanols
    SCOTT DENMARK; Fiscal Year: 2009
    ..Synthetic approaches to isodomoic acid H, hepatitis C viral inihibiting indole alkaloids, the salicylihalimide macrolactone oximidine II, and polyene antiviral antibiotic viridenomycin are detailed. ..
  59. HIGH FIDELITY SURFACES AND DNA ARRAYS
    Lloyd Smith; Fiscal Year: 2001
    ..hydrogen-terminated silicon surfaces will be accomplished by the UV-mediated reaction of functionalized aliphatic alkenes to form Si-C bonds, also suitable for further modification or direct DNA attachment...
  60. Enantioselective Organocatalytic Nazarov Cyclizations
    ROXANNE KUNZ; Fiscal Year: 2004
    ..generate a 2-aminoallyl cation intermediate, which can be trapped intramolecularly with a variety of nucleophilic alkenes or aryl groups...
  61. PHYSIOLOGICALLY ACTIVE NATURAL PRODUCTS
    Douglass Taber; Fiscal Year: 2007
    ..In the course of these investigations, new molecular reactivity will be developed that will substantially shorten current routes to polycyclic natural products and drug candidates. ..
  62. MOLECULAR MECHANISMS OF HEXACARBON-INDUCED AXON ATROPHY
    RICHARD LOPACHIN; Fiscal Year: 2009
    ..Understanding the role and mechanism of axon atrophy in solvent neurotoxicity has broad-based implications for human occupational health and risk assessment. ..
  63. Enabling Technologies for Combinatorial Chemistry
    K Nicolaou; Fiscal Year: 2005
    ..abstract_text> ..