简介: |
PATRICK J. WALSH教授现为美国宾大化学系的冠名教授(Alan MacDiarmid Professor of Chemistry),他在金属有机化学、碳-碳键、碳-氧键和碳-氮键的形成研究成果颇丰,享有国际声誉。其个人简介及其报告摘要如下:
New Methods for C–C, C–O, and C–N Bond Formation with Zinc and Palladium
Patrick J. Walsh
Department of Chemistry
University of Pennsylvania
We have recently become interested in the generation and reactions of 1-alkenyl-1,1-bimetallic reagents. These alkenyl dianion synthons are mild yet very versatile reagents for organic synthesis. Our bimetallic reagents are readily generated using common laboratory reagents and techniques and enable the synthesis of B(pin) substituted allylic alcohols, alpha-hydroxy ketones, cyclopropane diols, both cis- and trans-2,3-disubstituted cyclobutanones, as well as functionalized allylic alcohols. Using this method, we have also prepared B(pin)-substituted allylic acetates, which undergo chemoselective reactions with palladium catalysts at the allylic acetate and also undergo a variety of tandem reactions.
PATRICK J. WALSH
University of Pennsylvania Office: (215) 573-2875
Department of Chemistry FAX: (215) 573-6743
P. Roy and Diana T. Vagelos Laboratories pwalsh@sas.upenn.edu
231 South 34th Street
Philadelphia, PA 19104-6323
Positions |
Alan MacDiarmid Professor of Chemistry (2008-to present)
Professor of Chemistry, University of Pennsylvania (2005-present)
Associate Professor of Chemistry, University of Pennsylvania (2002-2005)
Assistant Professor of Chemistry, University of Pennsylvania (1999-2002)
Assistant Professor of Chemistry, San Diego State University (1994-1999) |
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Education |
1991-1994 NSF Postdoc., Scripps Research Institute (Barry Sharpless)
1991 Ph.D. in Chemistry University of California, Berkeley (R. G. Bergman)
1986 B.A. in Chemistry, University of California, San Diego |
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Research Honors and Awards |
2008 Alan MacDiarmid Chair in Chemistry, UPenn
2006 Philadelphia Section Award of the ACS
2000 – 2005: Camille Dreyfus Teacher-Scholar Award
1999 – 2000 SDSU Mortar Board Outstanding Faculty Award
1997 – 2002: National Science Foundation Career Award
1991 - 1993: National Science Foundation Postdoctoral Fellowship
1986 - 1987: Chemistry Fellow, University of California, Berkeley
1985 - 1986: President's Undergraduate Fellowship |
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Research
Interests |
· Detailed investigations of the reaction mechanisms of catalytic asymmetric transformations.
· Development of catalysts and methods for enantioselective C-C and C-O bond-formation.
· Introduction of novel tandem reactions |
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Selected Publications
1. Chen, Y. K.; Costa, A. M.; Walsh, P. J., Substrate Dependence of Non-Linear Effects: Mechanistic Probe and Practical Applications, J. Am. Chem. Soc. 2001, 123, 5378-5379.
2. Costa, A. M.; Jimeno, C.; Gavenonis, J.; Carroll, P. J.; Walsh, P. J., Achiral Activation: Optimization of Catalyst Enantioselectivity and Activity Using Achiral and Meso Ligands, J. Am. Chem. Soc. 2002, 124, 6929-6941. This work was highlighted in Nature (2005, 437, 487-488)
3. Balsells, J.; Davis, T.J.; Carroll, P.J.; Walsh, P.J., Insight into the Mechanism of the Asymmetric Addition of Alkyl Groups to Aldehydes Catalyzed by Titanium-BINOLate Species, J. Am. Chem. Soc. 2002, 124, 10336-10348.
4. Rios, R.; Jimeno, C.; Carroll, P. J.; Walsh, P. J. Kinetic Resolution of Atropisomeric Amides J. Am. Chem. Soc. 2002, 124, 10272-10273.
5. Garcia, C; LaRochelle, L. K. and Walsh, P. J., A Practical Catalyst for the Asymmetric Alkylation of Ketones J. Am. Chem. Soc. 2002, 124, 10970-10971.
6. Waltz, K; Gavenonis, J.; and Walsh, P. J., A Simple, Reliable Catalyst for the Asymmetric Allylation of Ketones Angew. Chem. Int. Ed. 2002, 41, 3697-3699.
7. Chen, Y. K.; Lurain, A. E.; Walsh, P. J. A General, Highly Enantioselective Method for the Synthesis of D and L alpha-Amino Acids and Allylic Amines J. Am. Chem. Soc. 2002, 124, 12225-12231.
8. Buono, F.; Walsh, P. J.; Blackmond, D. G. Rationalization of Anomalous Nonlinear Effects in the Alkylation of Substituted Benzaldehydes, J. Am. Chem. Soc. 2002, 124, 13652-13653
9. García, C.; Libra, E. R.; Carroll, P. J.; Walsh, P. J. A One-Pot Diastereoselective Synthesis of cis-3-Hexene-1,6-diols via an Unusually Reactive Organozinc Intermediate J. Am. Chem. Soc. 2003, 125, 3210 –3211.
10. Jeon, S. –J and Walsh, P. J., Asymmetric Addition of Alkylzinc Reagents to Cyclic a,b-Unsaturated Ketones and a Tandem Enantioselective Addition/Diastereoselective Epoxidation with Dioxygen, J. Am. Chem. Soc. 2003, 125, 9544-9545
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