Patrick Walsh

Summary

Affiliation: University of Pennsylvania
Country: USA

Publications

  1. pmc A green chemistry approach to asymmetric catalysis: solvent-free and highly concentrated reactions
    Patrick J Walsh
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Chem Rev 107:2503-45. 2007
  2. ncbi request reprint Titanium-catalyzed enantioselective additions of alkyl groups to aldehydes: mechanistic studies and new concepts in asymmetric catalysis
    Patrick J Walsh
    University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323
    Acc Chem Res 36:739-49. 2003
  3. ncbi request reprint Insight into the mechanism of the asymmetric addition of alkyl groups to aldehydes catalyzed by titanium-BINOLate species
    Jaume Balsells
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 124:10336-48. 2002
  4. pmc Highly concentrated catalytic asymmetric allylation of ketones
    Alfred J Wooten
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Org Lett 9:381-4. 2007
  5. pmc Overriding Felkin control: a general method for highly diastereoselective chelation-controlled additions to alpha-silyloxy aldehydes
    Gretchen R Stanton
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 132:4399-408. 2010
  6. ncbi request reprint From aryl bromides to enantioenriched benzylic alcohols in a single flask: Catalytic asymmetric arylation of aldehydes
    Jeung Gon Kim
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    Angew Chem Int Ed Engl 45:4175-8. 2006
  7. ncbi request reprint A green chemistry approach to a more efficient asymmetric catalyst: solvent-free and highly concentrated alkyl additions to ketones
    Sang Jin Jeon
    Department of Chemistry, P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 127:16416-25. 2005
  8. ncbi request reprint Catalytic asymmetric addition of alkylzinc and functionalized alkylzinc reagents to ketones
    Sang Jin Jeon
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Org Chem 70:448-55. 2005
  9. ncbi request reprint Optimization of catalyst enantioselectivity and activity using achiral and meso ligands
    Anna M Costa
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 124:6929-41. 2002
  10. doi request reprint Generation and tandem reactions of 1-alkenyl-1,1-heterobimetallics: practical and versatile reagents for organic synthesis
    Hongmei Li
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania, 19104 6323, USA
    J Am Chem Soc 130:3521-31. 2008

Research Grants

Collaborators

  • Hongmei Li
  • JEFFREY BODE
  • Chris N Glover
  • Donna G Blackmond
  • Patrick J Carroll
  • Sang Jin Jeon
  • Jeung Gon Kim
  • Alfred J Wooten
  • Luca Salvi
  • Hun Young Kim
  • Ann Rowley Kelly
  • Alice E Lurain
  • Celina Garcia
  • Mahmud M Hussain
  • Michael H Kerrigan
  • Young K Chen
  • Gretchen R Stanton
  • Petr Valenta
  • Kevin Cheng
  • Karen M Waltz
  • Juan José Nuricumbo-Escobar
  • Ethan L Fisher
  • Alfred Wooten
  • Vincent Chan
  • Lynne K LaRochelle
  • Suzanne A Blum
  • Ciril Jimeno
  • Anna M Costa
  • E David Thompson
  • Jaume Balsells
  • Jason Gavenonis
  • Frederic Buono
  • Corinne N Johnson
  • Rachel A Kohn
  • Jessica F Dweck
  • Mercedes Ureña
  • Natalie A Drucker
  • Nusrah Hussain
  • Miguel Parra-Hake
  • Carlos Campos-Alvarado
  • Gustavo Ríos-Moreno
  • David Morales-Morales
  • Elizabeth H Camp
  • Aaron G Maestri
  • Patricia García-García
  • Aaron Maestri
  • Iliana F Garcia
  • David Kwiatkowski
  • Robert G Bergman
  • Eric R Libra
  • Patrick Carroll
  • Gregory D Mayer
  • Christer Hogstrand
  • Timothy J Davis

Detail Information

Publications48

  1. pmc A green chemistry approach to asymmetric catalysis: solvent-free and highly concentrated reactions
    Patrick J Walsh
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Chem Rev 107:2503-45. 2007
  2. ncbi request reprint Titanium-catalyzed enantioselective additions of alkyl groups to aldehydes: mechanistic studies and new concepts in asymmetric catalysis
    Patrick J Walsh
    University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323
    Acc Chem Res 36:739-49. 2003
    ..It also describes our use of this reaction in the development of new approaches to asymmetric catalysis, including applications of diastereomeric catalysts and optimization of asymmetric catalysts with achiral and meso ligands...
  3. ncbi request reprint Insight into the mechanism of the asymmetric addition of alkyl groups to aldehydes catalyzed by titanium-BINOLate species
    Jaume Balsells
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 124:10336-48. 2002
    ..On the basis of these results, we hypothesize that the intermediate in the asymmetric addition involves (BINOLate)Ti(O-i-Pr)(2)(aldehyde).MeTi(O-i-Pr)(3)...
  4. pmc Highly concentrated catalytic asymmetric allylation of ketones
    Alfred J Wooten
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Org Lett 9:381-4. 2007
    ..The resulting homoallylic alcohols can also be epoxidized in situ using tert-butyl hydroperoxide (TBHP) to afford cyclic epoxy alcohols in high yield (84-87%)...
  5. pmc Overriding Felkin control: a general method for highly diastereoselective chelation-controlled additions to alpha-silyloxy aldehydes
    Gretchen R Stanton
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 132:4399-408. 2010
    ..This method provides access to chelation-controlled addition products with high diastereoselectivity previously unavailable using achiral organometallic reagents...
  6. ncbi request reprint From aryl bromides to enantioenriched benzylic alcohols in a single flask: Catalytic asymmetric arylation of aldehydes
    Jeung Gon Kim
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    Angew Chem Int Ed Engl 45:4175-8. 2006
  7. ncbi request reprint A green chemistry approach to a more efficient asymmetric catalyst: solvent-free and highly concentrated alkyl additions to ketones
    Sang Jin Jeon
    Department of Chemistry, P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Am Chem Soc 127:16416-25. 2005
    ..Further, this chemistry represents a rare example of a catalytic asymmetric reaction that is highly enantioselective under more environmentally friendly solvent-free conditions...
  8. ncbi request reprint Catalytic asymmetric addition of alkylzinc and functionalized alkylzinc reagents to ketones
    Sang Jin Jeon
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Org Chem 70:448-55. 2005
    ..With some substrates, yields are low as a result of the formation of aldol byproducts. Most substrates undergo additions with good yields reaching as high as 91%...
  9. ncbi request reprint Optimization of catalyst enantioselectivity and activity using achiral and meso ligands
    Anna M Costa
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 124:6929-41. 2002
    ..Additionally, we have structurally characterized (Ph(2)-BINOLate)Zn(diimine) and (Ph(2)-BINOLate)Zn(diamine) complexes and studied their solution behavior...
  10. doi request reprint Generation and tandem reactions of 1-alkenyl-1,1-heterobimetallics: practical and versatile reagents for organic synthesis
    Hongmei Li
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania, 19104 6323, USA
    J Am Chem Soc 130:3521-31. 2008
    ..The 1-alkenyl-1,1-heterobimetallic intermediates have also been employed in tandem aldehyde addition/Suzuki cross-coupling reactions to provide densely functionalized allylic alcohols in good to excellent yields...
  11. pmc One-pot multicomponent coupling methods for the synthesis of diastereo- and enantioenriched (Z)-trisubstituted allylic alcohols
    Michael H Kerrigan
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 131:8434-45. 2009
    ..Alpha-ethyl and alpha-cyclohexyl (Z)-trisubstituted allylic alcohols can now be synthesized with excellent levels of enantioselectivity in the presence of diamine inhibitors...
  12. pmc Catalytic asymmetric addition of diphenylzinc to cyclic alpha,beta-unsaturated ketones
    Hongmei Li
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    Proc Natl Acad Sci U S A 101:5425-7. 2004
    ..The results of this study broaden the scope of the asymmetric additions to ketones promoted by the titanium catalyst derived from ligand 1...
  13. pmc Practical catalytic asymmetric synthesis of diaryl-, aryl heteroaryl-, and diheteroarylmethanols
    Luca Salvi
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 131:12483-93. 2009
    ..It was also found that the arylation and heteroarylation of enals could be followed by diastereoselective epoxidations to provide epoxy alcohols with high enantio- and diastereoselectivities in a one-pot procedure...
  14. ncbi request reprint A one-pot diastereoselective synthesis of cis-3-hexene-1,6-diols via an unusually reactive organozinc intermediate
    Celina Garcia
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    J Am Chem Soc 125:3210-1. 2003
    ..Workup provides the diols in 47-86% yield...
  15. pmc One-pot catalytic asymmetric synthesis of pyranones
    Kevin Cheng
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Org Lett 11:2703-6. 2009
    ..Addition of water/THF followed by NBS results in formation of pyranones with ee's >90% and yields between 46-77%...
  16. ncbi request reprint A catalytic asymmetric method for the synthesis of gamma-unsaturated beta-amino acid derivatives
    Alice E Lurain
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    J Am Chem Soc 125:10677-83. 2003
    ....
  17. ncbi request reprint Highly enantioselective catalytic phenylation of ketones with a constrained geometry titanium catalyst
    Celina Garcia
    Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    Org Lett 5:3641-4. 2003
    ..The catalyst, generated from a dihydroxy bis(sulfonamide) ligand and titanium tetraisopropoxide, gives good to excellent enantioselectivities with a range of substrates...
  18. pmc Simple one-pot conversion of aldehydes and ketones to enals
    Petr Valenta
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Org Lett 11:2117-9. 2009
    ..These transformations can be performed in a one-pot procedure...
  19. pmc Highly enantio- and diastereoselective one-pot methods for the synthesis of halocyclopropyl alcohols
    Hun Young Kim
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 131:954-62. 2009
    ..This intermediate can be quenched with allyl bromides to generate the allylated cyclopropyl alcohols without loss of enantio- or diastereoselectivity...
  20. pmc Impact of Na- and K-C pi-interactions on the structure and binding of M3(sol)n(BINOLate)3Ln catalysts
    Alfred J Wooten
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Org Lett 9:3359-62. 2007
    ..Also reported is a novel polymeric [K3(THF)2(BINOLate)3Yb]n structure that provides the first evidence of interactions between M3(THF)n(BINOLate)3Ln complexes...
  21. ncbi request reprint Catalytic asymmetric vinylation of ketones
    Hongmei Li
    University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 126:6538-9. 2004
    ..The reactions proceed smoothly at room temperature in under 24 h...
  22. pmc One-pot catalytic enantio- and diastereoselective syntheses of anti-, syn-cis-disubstituted, and syn-vinyl cyclopropyl alcohols
    Hun Young Kim
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 132:402-12. 2010
    ..These one-pot procedures enable the synthesis of a diverse array of cyclopropyl alcohol building blocks with high enantio- and diastereoselectivities...
  23. ncbi request reprint A practical catalytic asymmetric addition of alkyl groups to ketones
    Celina Garcia
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 124:10970-1. 2002
    ..The reaction has been run with 37 mmol (5 g) 3-methylacetophenone and 2 mol % catalyst to afford 73% yield of the resulting tertiary alcohol with 99% ee...
  24. doi request reprint Addition/oxidative rearrangement of 3-furfurals and 3-furyl imines: new approaches to substituted furans and pyrroles
    Ann Rowley Kelly
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 130:4097-104. 2008
    ..In contrast to the metalation of heterocycles, which often lead to mixtures of regioisomeric products, these new oxidative rearrangements of furyl alcohols and furyl sulfonamides generate only one regioisomer in each case...
  25. pmc Epoxide-opening and group-transfer reactions mediated by monomeric zirconium imido complexes
    Suzanne A Blum
    Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, CA 94720, USA
    J Am Chem Soc 125:14276-7. 2003
    ..The azametallacycles undergo facile cleavage to beta-amino alcohols upon addition of mild acid...
  26. doi request reprint Insight into substrate binding in Shibasaki's Li3(THF)n(BINOLate)3Ln complexes and implications in catalysis
    Alfred J Wooten
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 130:7407-19. 2008
    ..A hypothesis is also presented to explain why the lanthanide catalyst, Li 3(THF) n (BINOLate) 3La, is often the most enantioselective of the Li 3(THF) n (BINOLate) 3Ln derivatives...
  27. pmc Tandem reactions for streamlining synthesis: enantio- and diastereoselective one-pot generation of functionalized epoxy alcohols
    Mahmud M Hussain
    P Roy and Diane T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Acc Chem Res 41:883-93. 2008
    ..Similarly, the synthesis of acyclic epoxy alcohols begins with asymmetric additions to enals and subsequent epoxidation. The methods described here enable the synthesis of skeletally diverse epoxy alcohols...
  28. ncbi request reprint Catalytic asymmetric vinylation and dienylation of ketones
    Hongmei Li
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    J Am Chem Soc 127:8355-61. 2005
    ..Furthermore, we have developed an asymmetric addition of dienyl groups to ketones in the presence of our catalyst. This method enables the synthesis of dienols in high yields with enantioselectivities as high as 94%...
  29. ncbi request reprint Catalytic asymmetric allylation of ketones and a tandem asymmetric allylation/diastereoselective epoxidation of cyclic enones
    Jeung Gon Kim
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 126:12580-5. 2004
    ....
  30. ncbi request reprint Highly enantio- and diastereoselective one-pot synthesis of acyclic epoxy alcohols and allylic epoxy alcohols
    Ann Rowley Kelly
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 127:14668-74. 2005
    ..This method represents a highly efficient, stereoselective, and chemoselective approach to the synthesis of a wide range of useful epoxy alcohol and allylic epoxy alcohol products that were previously difficult to access...
  31. ncbi request reprint Asymmetric addition of alkylzinc reagents to cyclic alpha,beta-unsaturated ketones and a tandem enantioselective addition/diastereoselective epoxidation with dioxygen
    Sang Jin Jeon
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 125:9544-5. 2003
    ..Simply exposing the reaction mixture to dioxygen after the asymmetric addition reaction is complete results in epoxidation of the allylic alcohol with high diastereoselectivity...
  32. ncbi request reprint Use of achiral and meso ligands to convey asymmetry in enantioselective catalysis
    Patrick J Walsh
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    Chem Rev 103:3297-344. 2003
  33. pmc Applications of 1-alkenyl-1,1-heterobimetallics in the stereoselective synthesis of cyclopropylboronate esters, trisubstituted cyclopropanols and 2,3-disubstituted cyclobutanones
    Mahmud M Hussain
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 131:6516-24. 2009
    ..This methodology has been applied in the synthesis of quercus lactones A and B...
  34. ncbi request reprint Highly enantio- and diastereoselective one-pot synthesis of acyclic epoxy alcohols with three contiguous stereocenters
    Alice E Lurain
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 126:13608-9. 2004
    ..Upon addition of catalytic titanium tetraisopropoxide, the directed epoxidation yields the epoxy alcohols with good to excellent yields...
  35. ncbi request reprint A simple, reliable, catalytic asymmetric allylation of ketones
    Karen M Waltz
    P Roy and Diane T Vagelos Laboratories Department of Chemistry, University of Pennsylvania 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    Angew Chem Int Ed Engl 41:3697-9; 3522. 2002
  36. ncbi request reprint Direct, stereospecific generation of (Z)-disubstituted allylic alcohols
    Sang Jin Jeon
    P Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 128:9618-9. 2006
    ..Addition to chiral protected alpha- or beta-oxygenated aldehydes proceeds with diastereoselectivities between 6:1 and 18:1. The anti-Felkin product is obtained in most cases...
  37. pmc Unprecedented alkene complex of zinc(II): structures and bonding of divinylzinc complexes
    Alfred Wooten
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 128:4624-31. 2006
    ..bipy), (tmeda)Zn[C(Me)=CH2]2 (1*tmeda), (bipy)Zn[C(H)=CMe2]2 (2*bipy), and (tmeda)Zn[C(H)=CMe2]2 (2*tmeda), of which 1*bipy, 2*bipy, and 2*tmeda have been characterized crystallographically...
  38. ncbi request reprint A general, highly enantioselective method for the synthesis of D and L alpha-amino acids and allylic amines
    Young K Chen
    P Roy and Diane T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 124:12225-31. 2002
    ..The scope and utility of this method are demonstrated by the synthesis of challenging allylic amines and their subsequent transformation to valuable nonproteinogenic amino acids, including both D and L configured (1-adamantyl)glycine...
  39. pmc Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst
    Jeung Gon Kim
    P Roy and Diana T Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Org Lett 8:4413-6. 2006
    ..Ozonolysis of the resulting products provides access to chiral beta-hydroxy ketones, which are not readily prepared from direct asymmetric aldol reaction of acetone with ketones...
  40. ncbi request reprint Highly enantio- and diastereoselective tandem generation of cyclopropyl alcohols with up to four contiguous stereocenters
    Hun Young Kim
    Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 127:13138-9. 2005
    ..Route 3 entails asymmetric vinylation of an aldehyde with divinylzinc reagents and subsequent diastereoselective cyclopropanation...
  41. pmc Catalytic asymmetric generation of (Z)-disubstituted allylic alcohols
    Luca Salvi
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    J Am Chem Soc 129:16119-25. 2007
    ....
  42. ncbi request reprint Evidence for substrate binding by the lanthanide centers in [Li3(thf)n(binolate)3Ln]: solution and solid-state characterization of seven- and eight-coordinate [Li3(sol)n(binolate)3Ln(S)m] adducts
    Alfred J Wooten
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104 6323, USA
    Angew Chem Int Ed Engl 45:2549-52. 2006
  43. ncbi request reprint Dynamic kinetic resolution of atropisomeric amides
    Vincent Chan
    P Roy and Diana T Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104 6323, USA
    Org Lett 6:2051-3. 2004
    ..The enantioselectivities ranged from 82% to 95% and the diastereoselectivities from 2.1:1 to 7.0:1...
  44. pmc Binuclear palladium(I) and palladium(II) complexes of ortho-functionalized 1,3-bis(aryl)triazenido ligands
    Juan José Nuricumbo-Escobar
    Centro de Graduados e Investigación, Instituto Tecnológico de Tijuana, Apartado Postal 1166, 22000 Tijuana, B C Mexico
    Inorg Chem 46:6182-9. 2007
    ..4058(5) Angstrom, b = 16.2488(8) Angstrom, c = 9.9500(5) Angstrom, Z = 2)...
  45. pmc Toxicogenomic effects of marine brevetoxins in liver and brain of mouse
    Patrick J Walsh
    NIEHS Marine and Freshwater Biomedical Sciences Center, Rosenstiel School of Marine and Atmospheric Science, University of Miami, 4600 Rickenbacker Causeway, Miami, FL 33149, USA
    Comp Biochem Physiol B Biochem Mol Biol 136:173-82. 2003
    ..However, given the avidity with which PbTx-6 binds to the AhR, these findings have important implications for how PbTx's may act in concert with other toxicants that are sensed by the AhR...
  46. ncbi request reprint Rationalization of anomalous nonlinear effects in the alkylation of substituted benzaldehydes
    Frederic Buono
    Department of Chemistry, University of Hull, Hull HU6 7RX United Kingdom
    J Am Chem Soc 124:13652-3. 2002
    ..This work highlights the fact that catalyst composition in such systems may be influenced by substrate properties...
  47. ncbi request reprint Intestinal zinc uptake in two marine teleosts, squirrelfish (Holocentrus adscensionis) and gulf toadfish (Opsanus beta)
    Chris N Glover
    Division of Life Sciences, King s College, London, 150 Stamford Street, London SE1 9NN, United Kingdom
    Physiol Biochem Zool 76:321-30. 2003
    ..In addition, the results of this study were used to reinterpret previous findings of zinc uptake in freshwater fish and allowed a critique of techniques used to study intestinal metal uptake...
  48. ncbi request reprint Sexual maturation and reproductive zinc physiology in the female squirrelfish
    E David Thompson
    T H Morgan School of Biological Sciences, 101 Morgan Building, University of Kentucky, Lexington 40506, USA
    J Exp Biol 205:3367-76. 2002
    ..However, the high ratio of molar concentrations of zinc to VTG in the bloodstream suggest that VTG may not be the primary vehicle for hepato-ovarian zinc transport in squirrelfish...

Research Grants14

  1. DEVELOPING AN UNDERSTANDING OF ASYMMETRIC INDUCTION
    Patrick J Walsh; Fiscal Year: 2010
    ..This project presents new methods to synthesize important chiral building blocks that were not easily accessible, but find utility in health-related applications, particularly in the synthesis of enantioenriched pharmaceutical agents. ..
  2. DEVELOPING AN UNDERSTANDING OF ASYMMETRIC INDUCTION
    Patrick Walsh; Fiscal Year: 2007
    ..This project presents new methods to synthesize important chiral building blocks that were not easily accessible, but find utility in health-related applications, particularly in the synthesis of enantioenriched pharmaceutical agents. ..
  3. DEVELOPING AN UNDERSTANDING OF ASYMMETRIC INDUCTION
    Patrick Walsh; Fiscal Year: 2006
    ..This project presents new methods to synthesize important chiral building blocks that were not previously accessible, but find utility in health-related applications, particularly in the synthesis of chiral pharmaceutical agents. ..
  4. DEVELOPING AN UNDERSTANDING OF ASYMMETRIC INDUCTION
    Patrick Walsh; Fiscal Year: 2002
    ..These complexes are then tested in the asymmetric process to evaluate their viability as catalysts. ..
  5. DEVELOPING AN UNDERSTANDING OF ASYMMETRIC INDUCTION
    Patrick J Walsh; Fiscal Year: 2010
    ..abstract_text> ..