Michael P Doyle

Summary

Affiliation: University of Maryland
Country: USA

Publications

  1. pmc Perspective on dirhodium carboxamidates as catalysts
    Michael P Doyle
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 71:9253-60. 2006
  2. pmc Bicyclic pyrazolidinone derivatives from diastereoselective catalytic [3 + 3]-cycloaddition reactions of enoldiazoacetates with azomethine imines
    Yu Qian
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States
    Org Lett 15:1564-7. 2013
  3. pmc Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Chem Commun (Camb) 49:2762-4. 2013
  4. pmc Asymmeric formal [3 + 3]-cycloaddition reactions of nitrones with electrophilic vinylcarbene intermediates
    Xiaochen Wang
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 133:16402-5. 2011
  5. pmc Highly selective catalyst-dependent competitive 1,2-C→C, -O→C, and -N→C migrations from β-methylene-β-silyloxy-β-amido-α-diazoacetates
    Xichen Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 135:1244-7. 2013
  6. pmc Vinylogous reactivity of enol diazoacetates with donor-acceptor substituted hydrazones. Synthesis of substituted pyrazole derivatives
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 78:1583-8. 2013
  7. pmc Allylic oxidations catalyzed by dirhodium caprolactamate via aqueous tert-butyl hydroperoxide: the role of the tert-butylperoxy radical
    Emily C McLaughlin
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 74:730-8. 2009
  8. ncbi request reprint Efficient aziridination of olefins catalyzed by mixed-valent dirhodium(II,III) caprolactamate
    Arthur J Catino
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 7:2787-90. 2005
  9. doi request reprint Dirhodium-catalyzed phenol and aniline oxidations with T-HYDRO. Substrate scope and mechanism of oxidation
    Maxim O Ratnikov
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States
    J Org Chem 76:2585-93. 2011
  10. doi request reprint Cationic chiral dirhodium carboxamidates are activated for Lewis acid catalysis
    Yuanhua Wang
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Angew Chem Int Ed Engl 47:1439-42. 2008

Collaborators

  • Peter Y Zavalij
  • Yu Liu
  • Lei Zhou
  • Yu Zhang
  • Mahbub Islam
  • J Sobel
  • Fumiko Kasuga
  • L R Beuchat
  • Ping Zhao
  • R V Tauxe
  • Qiang Tu
  • N J Strachan
  • Lei Zhang
  • Jinru Chen
  • A G Wee
  • J Meng
  • Christopher J Welch
  • Xinfang Xu
  • Maxim O Ratnikov
  • Xiaochen Wang
  • Wenhao Hu
  • Guodong Zhang
  • Arthur J Catino
  • Li Ma
  • Xichen Xu
  • Yu Qian
  • Emily C McLaughlin
  • Hojae Choi
  • Tong Zhao
  • Jason M Nichols
  • Yuanhua Wang
  • Chia Min Lin
  • Phong M Truong
  • Darren Bykowski
  • Dmitry Shabashov
  • Linda E Farkas
  • Deana M Jaber
  • Grace Chiou
  • Joffrey Wolf
  • Marilyn C Erickson
  • Bala Swaminathan
  • Thomas M Weathers
  • Michael B Batz
  • Raymond E Forslund
  • Chong Dao Lu
  • Albert E Russell
  • Ming Yan
  • Rhonda S Howell
  • Kumar S Venkitanarayanan
  • Susan Sanchez
  • Xiuping Jiang
  • Chia Mi Lin
  • Fone Mao Wu
  • Michael D Mandler
  • Quentin M Abrahams
  • Sahar H El-Khalafy
  • Carolin Weigl
  • Matthew Hepler
  • Ryan N Burgin
  • Kan Wang
  • Jeffrey L Kornacki
  • Bindhu Varughese
  • Nehal Patel
  • Stephanie Wedel
  • Kou Hui Wu
  • Brian J Nettles
  • Sidhartha Gottipamula
  • John Painter
  • Michael R Taylor
  • Ruby Singh
  • Glenn Morris
  • Danilo M A Lo Fo Wong
  • Ai Qiao Mi
  • Hui Liu
  • Maurice C Kemp
  • Neil Jacobsen
  • Zhi Yong Chen
  • Luisa S Gronenberg
  • John T Colyer
  • Wen Hao Hu
  • Jonathan Brekan
  • Luisa Gronenberg
  • Gabriel O I Ezeike
  • Yen Con Hung
  • Zhiyong Chen
  • Yanxin Zhu
  • Aiqiao Mi
  • Balasubr Swaminathan
  • Charles L Hofacre
  • Kay H McWatters

Detail Information

Publications79

  1. pmc Perspective on dirhodium carboxamidates as catalysts
    Michael P Doyle
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 71:9253-60. 2006
    ..Their limitations lie in their moderate reactivities for metal carbene generation and Lewis acid catalysis and in the cost of the precious metal rhodium...
  2. pmc Bicyclic pyrazolidinone derivatives from diastereoselective catalytic [3 + 3]-cycloaddition reactions of enoldiazoacetates with azomethine imines
    Yu Qian
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States
    Org Lett 15:1564-7. 2013
    ..A vinylogous reaction of the metal enol carbene with the azomethine imine initiates [3 + 3]-cycloaddition, whereas reaction at the carbene center effects N-N-cleavage of the azomethine imine...
  3. pmc Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Chem Commun (Camb) 49:2762-4. 2013
    ....
  4. pmc Asymmeric formal [3 + 3]-cycloaddition reactions of nitrones with electrophilic vinylcarbene intermediates
    Xiaochen Wang
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 133:16402-5. 2011
    ..High enantiocontrol occurs with catalysis by N-phthaloyl-(S)-(amino acid)-ligated dirhodium carboxylates for [3 + 3]-cycloaddition reactions with both acyclic and cyclic nitrones...
  5. pmc Highly selective catalyst-dependent competitive 1,2-C→C, -O→C, and -N→C migrations from β-methylene-β-silyloxy-β-amido-α-diazoacetates
    Xichen Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 135:1244-7. 2013
    ..The key to achieving this unique display of differential selectivities relies on steric and stereoelectronic control by their catalytically generated metal carbenes...
  6. pmc Vinylogous reactivity of enol diazoacetates with donor-acceptor substituted hydrazones. Synthesis of substituted pyrazole derivatives
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 78:1583-8. 2013
    ....
  7. pmc Allylic oxidations catalyzed by dirhodium caprolactamate via aqueous tert-butyl hydroperoxide: the role of the tert-butylperoxy radical
    Emily C McLaughlin
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 74:730-8. 2009
    ..A previously undisclosed disproportionation pathway, catalyzed by the tert-butoxy radical, of mixed peroxides for the formation of ketone products via allylic oxidation has been uncovered...
  8. ncbi request reprint Efficient aziridination of olefins catalyzed by mixed-valent dirhodium(II,III) caprolactamate
    Arthur J Catino
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 7:2787-90. 2005
    ..An X-ray crystal structure of a Rh(2)(5+) halide complex, formed from the reaction between Rh(2)(cap)(4) and N-chlorosuccinimide, has been obtained...
  9. doi request reprint Dirhodium-catalyzed phenol and aniline oxidations with T-HYDRO. Substrate scope and mechanism of oxidation
    Maxim O Ratnikov
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States
    J Org Chem 76:2585-93. 2011
    ....
  10. doi request reprint Cationic chiral dirhodium carboxamidates are activated for Lewis acid catalysis
    Yuanhua Wang
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Angew Chem Int Ed Engl 47:1439-42. 2008
  11. pmc Substrate-dependent divergent outcomes from catalytic reactions of silyl-protected enol diazoacetates with nitrile oxides: azabicyclo[3.1.0]hexanes or 5-arylaminofuran-2(3H)-ones
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 77:5313-7. 2012
    ....
  12. pmc Unexpected catalytic reactions of silyl-protected enol diazoacetates with nitrile oxides that form 5-arylaminofuran-2(3H)-one-4-carboxylates
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 14:800-3. 2012
    ....
  13. pmc Solvent enhancement of reaction selectivity: a unique property of cationic chiral dirhodium carboxamidates
    Xiaochen Wang
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 133:9572-9. 2011
    ..Overall, the enhancement of reaction rates and selectivities with cationic chiral dirhodium(II,III) carboxamidates in toluene suggests broad applications for them in Lewis acid catalyzed reactions...
  14. ncbi request reprint "Matched/mismatched" diastereomeric dirhodium(II) carboxamidate catalyst pairs. Structure-selectivity correlations in diazo decomposition and hetero-Diels-Alder reactions
    Michael P Doyle
    Department of Chemistry and Biochemistry, The University of Maryland, College Park, MD 20742, USA
    J Org Chem 70:5291-301. 2005
    ..Hetero-Diels-Alder reactions show inverse behavior from the configurationally matched and mismatched Rh(2)L(4) catalysts to that found in the metal carbene transformations...
  15. ncbi request reprint Catalytic addition methods for the synthesis of functionalized diazoacetoacetates and application to the construction of highly substituted cyclobutanones
    Michael P Doyle
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 7:5171-4. 2005
    ..Examples of complimentary Mannich-type addition reactions with imines are reported...
  16. ncbi request reprint Benzylic oxidation catalyzed by dirhodium(II,III) caprolactamate
    Arthur J Catino
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 7:5167-70. 2005
    ..Sodium bicarbonate is the optimal base additive for substrate conversion. Benzylic carbonyl compounds are readily obtained, and a formal synthesis of palmarumycin CP2 using this methodology is described...
  17. pmc Efficient synthesis of oxazoles by dirhodium(II)-catalyzed reactions of styryl diazoacetate with oximes
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Chem Commun (Camb) 48:11522-4. 2012
    ..An efficient one-step synthesis of multi-functionalized oxazole derivatives is achieved in high yield by dirhodium(II)-catalyzed reactions of styryl diazoacetate with aryl oximes...
  18. pmc Multifunctionalized 3-hydroxypyrroles in a three-step, one-pot cascade process from methyl 3-TBSO-2-diazo-3-butenoate and nitrones
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States
    Org Lett 13:6122-5. 2011
    ....
  19. ncbi request reprint Bis(phenyl)dirhodium(III) caprolactamate: a dinuclear paddlewheel complex with no metal-metal bond
    Jason M Nichols
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 129:3504-5. 2007
  20. pmc Optimal TBHP allylic oxidation of Delta5-steroids catalyzed by dirhodium caprolactamate
    Hojae Choi
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 9:5349-52. 2007
    ..Dirhodium caprolactamate is the most efficient catalyst for the oxidation of Delta5-steroids to 7-keto-Delta5-steroids by 70% tert-butyl hydroperoxide in water (T-HYDRO). Isolated product yields range from 38 to 87%...
  21. pmc Pericyclic reaction of a zwitterionic salt of an enedione-diazoester. A novel strategy for the synthesis of highly functionalized resorcinols
    Yu Liu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 12:4304-7. 2010
    ..Intercepting the intermediate enolate anion with methyl vinyl ketone leads to the corresponding 4-substituted 2-carboalkoxyresorcinol and suggests generalization of this methodology...
  22. ncbi request reprint Amplification of asymmetric induction in sequential reactions of bis-diazoacetates catalyzed by chiral dirhodium(II) carboxamidates
    Michael P Doyle
    Department of Chemistry and Biochemistry, University of Maryland, College Park, 20742, USA
    Org Lett 7:5035-8. 2005
    ..Diastereoselectivity and enantioselectivity for product formation are controlled by the catalyst...
  23. doi request reprint Simple and sustainable iron-catalyzed aerobic C-H functionalization of N,N-dialkylanilines
    Maxim O Ratnikov
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20740, United States
    J Am Chem Soc 135:9475-9. 2013
    ....
  24. doi request reprint Tetrahydroquinolines and benzazepines through catalytic diastereoselective formal [4 + 2]-cycloaddition reactions between donor-acceptor cyclopropenes and imines
    Phong M Truong
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 15:3278-81. 2013
    ....
  25. pmc Synthesis of tetrahydropyridazines by a metal-carbene-directed enantioselective vinylogous N-H insertion/Lewis acid-catalyzed diastereoselective Mannich addition
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Angew Chem Int Ed Engl 51:9829-33. 2012
    ....
  26. pmc The oxidative mannich reaction catalyzed by dirhodium caprolactamate
    Arthur J Catino
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 128:5648-9. 2006
    ..This green transformation is conducted in protic solvent using inexpensive T-HYDRO (70% t-BuOOH in water). Synthetically valuable gamma-aminoalkyl butenolides are obtained...
  27. pmc Stereoselective synthesis of highly functionalized alpha-diazo-beta-ketoalkanoates via catalytic one-pot Mukaiyama-Aldol reactions
    Lei Zhou
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Lett 12:796-9. 2010
    ....
  28. pmc Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions
    Lei Zhou
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 74:9222-4. 2009
    ..Lewis acids catalyze the cyclization of methyl phenyldiazoacetates with an ortho-imino group, prepared from o-aminophenylacetic acid, to give 2,3-substituted indoles in quantitative yields...
  29. doi request reprint Propargylic oxidations catalyzed by dirhodium caprolactamate in water: efficient access to alpha,beta-acetylenic ketones
    Emily C McLaughlin
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    J Org Chem 73:4317-9. 2008
    ..The oxidation occurs readily in aqueous solvent under mild conditions with an inexpensive and easily handled oxidant. Alpha,beta-acetylenic carbonyl compounds are formed in up to 80% isolated yield...
  30. doi request reprint Mechanistic investigation of oxidative Mannich reaction with tert-butyl hydroperoxide. The role of transition metal salt
    Maxim O Ratnikov
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 135:1549-57. 2013
    ..Kinetic studies of the oxidative Mannich reaction in methanol and toluene are also reported...
  31. doi request reprint Michael addition/pericyclization/rearrangement--a multicomponent strategy for the synthesis of substituted resorcinols
    Yu Liu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Org Biomol Chem 10:6388-94. 2012
    ..This transformation is achieved in an efficient one-pot multi-component transformation by the sequential addition of the reagents...
  32. doi request reprint Control of selectivity in the generation and reactions of oxonium ylides
    Deana M Jaber
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Chem Commun (Camb) 47:7623-5. 2011
    ..2.1]-nonane diastereoisomers, but a single diastereoisomer is formed by increasing the steric bulk of the aryl substituent...
  33. pmc Vinyldiazolactone as a vinylcarbene precursor: Highly selective C-H insertion and cyclopropanation reactions
    Darren Bykowski
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 128:16038-9. 2006
    ..Dirhodium azetidinone ligated compounds are optimal catalysts. Cyclopropanation coupled with the Cope rearrangement provides access to trans-3,4-disubstituted hydroazulenes...
  34. ncbi request reprint Introduction. Microbiological food safety
    Jianghong Meng
    Department of Nutrition and Food Science, University of Maryland, College Park, MD 20742, USA
    Microbes Infect 4:395-7. 2002
    ....
  35. ncbi request reprint Dirhodium(II) caprolactamate: an exceptional catalyst for allylic oxidation
    Arthur J Catino
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Am Chem Soc 126:13622-3. 2004
    ..1 mol % catalyst in minutes. A mechanistic proposal involving redox chain catalysis has been put forth, as well as evidence for the intermediacy of a higher valent dirhodium tert-butyl peroxy complex...
  36. ncbi request reprint Divergence of carbonyl ylide reactions as a function of diazocarbonyl compound and aldehyde substituent: dioxolanes, dioxolenes, and epoxides
    Albert E Russell
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland, 20742, USA
    J Org Chem 69:5269-74. 2004
    ..However, the vinyldiazoacetate analogue of methyl diazoacetoacetate, as its tert-butyldimethlsilyloxy derivative, only produces epoxides in its reactions with substituted benzaldehydes...
  37. pmc Highly enantioselective dearomatizing formal [3+3] cycloaddition reactions of N-acyliminopyridinium ylides with electrophilic enol carbene intermediates
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742 MD USA
    Angew Chem Int Ed Engl 52:12664-8. 2013
    ..Subsequent vinylogous addition of these to N-acyliminopyridinium ylides results in an effective formal [3+3] cycloaddition to give highly substituted 1,2,3,6-tetrahydropyridazines in up to 98 % ee and high yield. ..
  38. doi request reprint A donor-acceptor cyclopropene as a dipole source for a silver(I) catalyzed asymmetric catalytic [3+3]-cycloaddition with nitrones
    Xinfang Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    Chem Commun (Camb) 49:10287-9. 2013
    ....
  39. doi request reprint Catalytic asymmetric syntheses of quinolizidines by dirhodium-catalyzed dearomatization of isoquinolinium/pyridinium methylides--the role of catalyst and carbene source
    Xichen Xu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, 20742, USA
    J Am Chem Soc 135:12439-47. 2013
    ..Increasing the mol % of catalyst loading suppresses the [3 + 2]-cycloaddition pathway. ..
  40. doi request reprint Tandem sequence of phenol oxidation and intramolecular addition as a method in building heterocycles
    Maxim O Ratnikov
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, United States
    J Org Chem 77:10294-303. 2012
    ....
  41. ncbi request reprint Rhodium(II)- and copper(II)-catalyzed reactions of enol diazoacetates with nitrones: metal carbene versus Lewis acid directed pathways
    Yu Qian
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Angew Chem Int Ed Engl 51:5900-3. 2012
  42. ncbi request reprint Highly regio- and stereoselective dirhodium vinylcarbene induced nitrone cycloaddition with subsequent cascade carbenoid aromatic cycloaddition/N-O cleavage and rearrangement
    Xiaochen Wang
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Angew Chem Int Ed Engl 51:5907-10. 2012
  43. pmc Construction of highly functionalized diazoacetoacetates via catalytic Mukaiyama-Michael reactions
    Yu Liu
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Org Lett 10:1605-8. 2008
    ..The mild Lewis acid zinc(II) triflate is the optimal catalyst, and its loading can be as low as 0.1 mol %. In addition, zinc triflate was also found to be a superior catalyst for the related Mukaiyama-aldol reaction...
  44. pmc Asymmetric hetero-Diels-Alder reaction catalyzed by dirhodium(II) carboxamidates
    Michael P Doyle
    Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA
    Proc Natl Acad Sci U S A 101:5391-5. 2004
    ..9 (versus sigma(+)). Inhibition of the catalyst by reactant aldehyde is apparent, but reactions show first-order dependence on aldehyde and diene, and there is a variable dependence on catalyst...
  45. pmc Polyether macrocycles from intramolecular cyclopropanation and ylide formation. Effect of catalyst and coordination
    Thomas M Weathers
    Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA
    J Org Chem 71:8183-9. 2006
    ..The composite results are consistent with copper serving as a template for the substrate as well as the site in the ether complex for diazo decomposition and subsequent metal carbene reactions...
  46. ncbi request reprint Intramolecular catalytic asymmetric carbon-hydrogen insertion reactions. Synthetic advantages in total synthesis in comparison with alternative approaches
    Michael P Doyle
    Department of Chemistry and Biochemistry, 0107 Chemistry Building, University of Maryland 20742 4454, College Park, Maryland, USA
    Org Biomol Chem 9:4007-16. 2011
    ..A comparison of the C-H insertion methodology with alternative approaches is presented...
  47. ncbi request reprint Highly selective catalyst-directed pathways to dihydropyrroles from vinyldiazoacetates and imines
    Michael P Doyle
    Department of Chemistry, University of Arizona, Tucson, Arizona 85721 0041, USA
    J Am Chem Soc 125:4692-3. 2003
    ..Both pathways exhibit high stereoselectivities...
  48. ncbi request reprint A novel three-component reaction catalyzed by dirhodium(II) acetate: decomposition of phenyldiazoacetate with arylamine and imine for highly diastereoselective synthesis of 1,2-diamines
    Yuanhua Wang
    Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China
    Org Lett 5:3923-6. 2003
    ..By treating methyl phenyldiazoacetate with arylamine and imine in the presence of dirhodium acetate, the erythro diastereomer of methyl 1,2-diaryl-1,2-diaminopropanoate is formed with stereochemical preferences greater than 10:1...
  49. ncbi request reprint A facile three-component one-pot synthesis of structurally constrained tetrahydrofurans that are t-RNA synthetase inhibitor analogues
    Chong Dao Lu
    Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China
    J Org Chem 69:4856-9. 2004
    ....
  50. ncbi request reprint Catalysts with mixed ligands on immobilized supports. Electronic and steric advantages
    Michael P Doyle
    Department of Chemistry, University of Arizona, Tucson, Arizona 85721 0041, USA
    Org Lett 5:561-3. 2003
    ..reaction: see text] Immobilized dirhodium(II) catalysts having mixed chiral ligands enhance reactivity (AH = azetidinone) and influence stereoselectivity in cyclopropanation and carbon-hydrogen insertion reactions...
  51. ncbi request reprint Influences of catalyst configuration and catalyst loading on selectivities in reactions of diazoacetamides. Barrier to equilibrium between diastereomeric conformations
    Michael P Doyle
    Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA
    Org Lett 5:407-10. 2003
    ..The bis(trimethylsilyl)-methyl protective group is inert to insertion but directs carbon-hydrogen insertion with enhanced enantiocontrol...
  52. ncbi request reprint Stereoselective synthesis of bicyclic pyrrolidines by a rhodium-catalyzed cascade process
    Ming Yan
    Department of Chemistry, University of Arizona, Tucson, AZ 85721 0041, USA
    Angew Chem Int Ed Engl 43:6713-6. 2004
  53. ncbi request reprint Comparative enantiocontrol with allyl phenyldiazoacetates in asymmetric catalytic intramolecular cyclopropanation
    Michael P Doyle
    Department of Chemistry, University of Arizona, Tucson 85721, USA
    Chirality 15:369-73. 2003
    ..The effect of alkene substituents on enantiocontrol has been examined and modest selectivities have been achieved. Steric influences from substituents on the diazo carbon are seen to diminish enantioselectivities...
  54. ncbi request reprint Effective and highly stereoselective coupling with vinyldiazomethanes to form symmetrical trienes
    Michael P Doyle
    Department of Chemistry, University of Arizona, Tucson 85721, USA
    J Org Chem 67:602-4. 2002
    ..This observation impacts understanding of the reaction mechanism for diazo decomposition...
  55. ncbi request reprint Total synthesis of (S)-(+)-imperanene. Effective use of regio- and enantioselective intramolecular carbon-hydrogen insertion reactions catalyzed by chiral dirhodium(II) carboxamidates
    Michael P Doyle
    Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA
    J Org Chem 67:2954-9. 2002
    ..An elimination process essential to the construction has been optimized to avoid intramolecular Friedel-Crafts alkylation...
  56. ncbi request reprint Animal sources of salmonellosis in humans
    Susan Sanchez
    Athens Diagnostic Laboratory, College of Veterinary Medicine, University of Georgia 30602, USA
    J Am Vet Med Assoc 221:492-7. 2002
  57. ncbi request reprint Effect of selected generally recognized as safe preservative sprays on growth of Listeria monocytogenes on chicken luncheon meat
    Mahbub Islam
    Center for Food Safety, The University of Georgia, Griffin 30223 1797, USA
    J Food Prot 65:794-8. 2002
    ..Untreated luncheon meat held at 22 degrees C was visibly spoiled within 10 days, whereas there was no evidence of visible spoilage on any treated luncheon meat at 14 days of storage...
  58. ncbi request reprint In search of high stereocontrol for the construction of cis-disubstituted cyclopropane compounds. Total synthesis of a cyclopropane-configured urea-PETT analogue that is a HIV-1 reverse transcriptase inhibitor
    Wenhao Hu
    Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA
    Org Lett 4:901-4. 2002
    ....
  59. ncbi request reprint Enantioselective carbon-hydrogen insertion is an effective and efficient methodology for the synthesis of (R)-(-)-baclofen
    Michael P Doyle
    Department of Chemistry, University of Arizona, Tucson, Arizona, USA
    Chirality 14:169-72. 2002
    ..Subsequent steps convert the intermediate gamma-lactone to (R)- (-)-baclofen in a 60% overall yield. The amount of catalyst required for the C-H insertion transformation is only 0.5 mol%...
  60. ncbi request reprint Inactivation of Escherichia coli O157:H7, Salmonella enteritidis, and Listeria monocytogenes on apples, oranges, and tomatoes by lactic acid with hydrogen peroxide
    Kumar S Venkitanarayanan
    Center for Food Safety, University of Georgia, Griffin 30223 1797, USA
    J Food Prot 65:100-5. 2002
    ..It was found that the treatment developed in this study could effectively be used to kill E. coli O157:H7, Salmonella Enteritidis, and L. monocytogenes on apples, oranges, and tomatoes at the processing or packaging level...
  61. ncbi request reprint Inactivation of Escherichia coli O157:H7, Salmonella enterica serotype enteritidis, and Listeria monocytogenes on lettuce by hydrogen peroxide and lactic acid and by hydrogen peroxide with mild heat
    Chia Mi Lin
    Center for Food Safety, University of Georgia, Griffin 30223 1797, USA
    J Food Prot 65:1215-20. 2002
    ..Hence, the treatment of lettuce with 2% H2O2 at 50 degrees C for 60 s is effective in initially reducing substantial populations of foodborne pathogens and maintaining high product quality...
  62. ncbi request reprint Control of Listeria monocytogenes on turkey frankfurters by generally-recognized-as-safe preservatives
    Mahbub Islam
    Center for Food Safety, University of Georgia, Griffin 30223 1797, USA
    J Food Prot 65:1411-6. 2002
    ..Interestingly, the untreated frankfurters held at 22 degrees C were spoiled within 7 days, with copious slime formation, whereas there was no evidence of slime on any treated frankfurters after 14 days of storage...
  63. ncbi request reprint Optimizing enrichment culture conditions for detecting Helicobacter pylori in foods
    Xiuping Jiang
    Center for Food Safety, University of Georgia, 1109 Experiment Street, Griffin, Georgia 30223 1797, USA
    J Food Prot 65:1949-54. 2002
    ..pylori was not detected either by a PCR assay or by the plating of enrichment cultures of 120 raw bovine milk samples...
  64. pmc Attributing illness to food
    Michael B Batz
    Resources for the Future, Washington, DC 20036 1434, USA
    Emerg Infect Dis 11:993-9. 2005
    ..We summarize workshop discussions and identify challenges that affect progress in this critical component of a risk-based approach to improving food safety...
  65. ncbi request reprint Persistence of Salmonella enterica serovar typhimurium on lettuce and parsley and in soils on which they were grown in fields treated with contaminated manure composts or irrigation water
    Mahbub Islam
    Center for Food Safety, University of Georgia, Griffin 30223 1797, USA
    Foodborne Pathog Dis 1:27-35. 2004
    ....
  66. ncbi request reprint Identification and characterization of isomeric intermediates in a catalyst formation reaction by means of speciation analysis using HPLC-ICPMS and HPLC-ESI-MS
    Qiang Tu
    Merck Research Laboratories, Merck and Co, Inc, P O Box 2000, Rahway, NJ 07065, USA
    Anal Chem 78:1282-9. 2006
    ..This has provided new insights into the mechanism and kinetics of the reaction. The combination of HPLC-ICPMS and HPLC-ESI-MS has proven to be a valuable tool for the investigation of species evolution in catalyst formation process...
  67. ncbi request reprint Reduction of Campylobacter jejuni on chicken wings by chemical treatments
    Tong Zhao
    Center for Food Safety, University of Georgia, Griffin 30223, USA
    J Food Prot 69:762-7. 2006
    ..The ACS-LA treatment was highly effective in chilled water at killing C. jejuni on chicken and, if recycled, may be a useful treatment in chill water tanks for poultry processors to reduce campylobacters on poultry skin after slaughter...
  68. ncbi request reprint Comparison of media and sampling locations for isolation of Listeria monocytogenes in queso fresco cheese
    Chia Min Lin
    Center for Food Safety, University of Georgia, 1109 Experiment Street, Griffin, Georgia 30223 1797, USA
    J Food Prot 69:2151-6. 2006
    ..Higher counts of L. monocytogenes were obtained from surface and interior samples of cheese than from the exudate of the cheese during storage. In addition, pH may be a useful indicator of improperly stored queso fresco cheese...
  69. ncbi request reprint Influence of freezing and freezing plus acidic calcium sulfate and lactic acid addition on thermal inactivation of Escherichia coli O157:H7 in ground beef
    Tong Zhao
    Center for Food Safety, University of Georgia, Griffin, Georgia 30223, USA
    J Food Prot 67:1760-4. 2004
    ..05) different than the controls. Results revealed that the addition of ACS-LA to ground beef, whether frozen or refrigerated, can reduce the temperature or time required to kill E. coli O157:H7 during heating...
  70. ncbi request reprint Potential competitive exclusion bacteria from poultry inhibitory to Campylobacter jejuni and Salmonella
    Guodong Zhang
    Center for Food Safety, 1109 Experiment Street, University of Georgia, Griffin, Georgia 30223, USA
    J Food Prot 70:867-73. 2007
    ..Free-range chickens from family farms were better donors of potential CE strongly inhibitory to both Salmonella and Campylobacter than were chickens from commercial farms and broiler chicken research centers...
  71. ncbi request reprint Salmonellae reduction in poultry by competitive exclusion bacteria Lactobacillus salivarius and Streptococcus cristatus
    Guodong Zhang
    Center for Food Safety, 1109 Experiment Street, University of Georgia, Griffin, Georgia 30223, USA
    J Food Prot 70:874-8. 2007
    ..In conclusion, CE isolates L. salivarius Salm-9, List40-18, and List40-41 and S. cristatus List40-13 either individually or in combination were effective in significantly preventing Salmonella colonization of chickens...
  72. ncbi request reprint Development of thermal surrogate microorganisms in ground beef for in-plant critical control point validation studies
    Li Ma
    Center for Food Safety, University of Georgia, Griffin, Georgia 30223 1797, USA
    J Food Prot 70:952-7. 2007
    ..However, additional studies in ground beef are needed with the Pediococcus strains in the desired temperature range intended for validation purposes...
  73. ncbi request reprint Isolation of Salmonella typhimurium from outbreak-associated cake mix
    Guodong Zhang
    Center for Food Safety, University of Georgia, 1109 Experiment Street, Griffin, Georgia 30223, USA
    J Food Prot 70:997-1001. 2007
    ....
  74. ncbi request reprint Food as a vehicle for transmission of Shiga toxin-producing Escherichia coli
    Marilyn C Erickson
    Center for Food Safety, Department of Food Science and Technology, University of Georgia, 1109 Experiment Street, Griffin, Georgia 30223 1797, USA
    J Food Prot 70:2426-49. 2007
    ..Multiple-hurdle or sequential intervention treatments have the greatest potential to minimize transmission of STEC in foods...
  75. ncbi request reprint Persistence of enterohemorrhagic Escherichia coli O157:H7 in soil and on leaf lettuce and parsley grown in fields treated with contaminated manure composts or irrigation water
    Mahbub Islam
    Center for Food Safety, University of Georgia, 1109 Experiment Street, Griffin, Georgia 30223 1797, USA
    J Food Prot 67:1365-70. 2004
    ..In all cases, E. coli O157:H7 in soil, regardless of source or crop type, persisted for > 5 months after application of contaminated compost or irrigation water...
  76. ncbi request reprint Evaluation of the effect of acetylsalicylic acid on Clostridium botulinum growth and toxin production
    Li Ma
    Center for Food Safety, University of Georgia, Griffin, Georgia 30223 1797, USA
    J Food Prot 70:2860-3. 2007
    ..botulinum. These results would not provide a definitive explanation for differences in toxin production in canned vegetables prepared with and without aspirin...
  77. ncbi request reprint Survival and growth of Shigella flexneri, Salmonella enterica serovar enteritidis, and Vibrio cholerae O1 in reconstituted infant formula
    Fone Mao Wu
    Center for Food Safety, University of Georgia, Griffin 30223 1797, USA
    Am J Trop Med Hyg 66:782-6. 2002
    ....
  78. ncbi request reprint Reduction of Campylobacter jejuni on poultry by low-temperature treatment
    Tong Zhao
    Center for Food Safety, University of Georgia, 1109 Experiment Street, Griffin, Georgia 30223 1797, USA
    J Food Prot 66:652-5. 2003
    ..jejuni on poultry. The conditions used in the poultry industry to superchill poultry to a nonfrozen-state internal temperature are not likely to substantially reduce Campylobacter populations on fresh products...
  79. ncbi request reprint Dose response modelling of Escherichia coli O157 incorporating data from foodborne and environmental outbreaks
    Norval J C Strachan
    School of Biological Sciences, University of Aberdeen, Cruickshank Building, Aberdeen, AB24 3UU, UK
    Int J Food Microbiol 103:35-47. 2005
    ..The potential incorporation of this model into QMRAs is discussed together with applications of the model to help explain foodborne outbreaks...