Christopher D. VanderwalAssistant Professor, Chemistry |
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Research Interests |
natural product synthesis, methodology development | |
| URL | Vanderwal Group Web Site | |
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Academic Distinctions |
Amgen New Faculty Award, 2005 Thieme Synlett/Synthesis Journal Award, 2006 Lilly New Faculty Award, 2006 Bristol-Myers Squibb Graduate Fellowship in Synthetic Organic Chemistry, 2002 Roche Award for Excellence in Organic Chemistry, 2001 National Sciences and Engineering Research Council of Canada Graduate Scholarship, 1999-2001 |
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| Appointments | Jane Coffin Childs Memorial Fund for Medical Research Fellowship, Postdoctoral Fellow, Harvard University, 2003 to 2005 | |
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Research Abstract |
Our research program will focus on the development of strategies and methods for the rapid synthesis of architecturally complex natural products. Fundamental to these efforts will be the integration of modern methods for catalytic asymmetric synthesis with traditional substrate-controlled diastereoselective reactions in sequences that rapidly increase molecular complexity. Both target-inspired and methodology-driven approaches to synthesis will be pursued. | |
| Publications | Bai, R.; Vanderwal, C. D.; Diaz, J. F.; Hamel, E. "The Interaction of a Cyclostreptin Analogue with the Microtubule: The Covalent Reaction Rapidly Follows Binding" Journal of Natural Products, in press. | |
| Buey, R. M.; Calvo, E.; Barasoain, I.; Pineda, O.; Edler, M. C.; Matesanz, R.; Cerezo, G.; Vanderwal, C. D.; Day, B. W.; Sorensen, E. J.; Lopez, J. A.; Andreu, J. M.; Hamel, E. H.; Diaz, J. F. "Cyclostreptin Binds Covalently to Microtubule Pores and Lumenal Taxoid Binding Sites" Nature Chemical Biology, 2007, 3, 117-125. | ||
| Kearney, A. M.; Vanderwal, C. D. "Synthesis of Nitrogen Heterocycles by the Ring Opening of Pyridinium Salts" Angewandte Chemie International Edition, 2006, 45, 7803-7806. | ||
| Edler, M. C.; Buey, R. M.; Gussio, R.; Marcus, A. I.; Vanderwal, C. D.; Sorensen, E. J.; Diaz, J. F.; Giannakakou, P.; Hamel, E. "Cyclostreptin (FR182877), an Antitumor Tubulin-Polymerizing Agent Deficient in Enhancing Tubulin Assembly Despite Its High Affinity for the Taxoid Site" Biochemistry, 2005, 44, 11525-11538. | ||
| Vanderwal, C. D.; Jacobsen, E. N. "Enantioselective Formal Hydration of a,b-Unsaturated Imides by Al-Catalyzed Conjugate Addition of Oxime Nucleophiles" Journal of the American Chemical Society, 2004, 126, 14724-14725. | ||
| Vanderwal, C. D.; Sorensen, E. J. "A Remarkable Architectural Self- Construction Process is Discovered in a Synthesis of FR182877" In Strategies and Tactics in Organic Synthesis; Harmata, M. Ed.; Elsevier Academic Press: Oxford, 2004; Vol. 5, pp 1-50. | ||
| Adam, G. C.; Vanderwal, C. D.; Sorensen, E. J.; Cravatt, B. F. "()-FR182877 is a Potent and Selective Inhibitor of Carboxylesterase-1" Angewandte Chemie International Edition, 2003, 42, 5480-5484. | ||
| Vanderwal, C. D.; Vosburg, D. A.; Weiler, S.; Sorensen, E. J. "An Enantioselective Synthesis of FR182877 Provides a Chemical Rationalization of Its Structure and Affords Multi-gram Quantities of Its Direct Precursor" Journal of the American Chemical Society, 2003, 125, 5393-5407. | ||
| Vosburg, D. A.; Vanderwal, C. D.; Sorensen, E. J. "A Synthesis of (+)-FR182877 Featuring Tandem Transannular Diels-Alder Reactions Inspired by a Postulated Biogenesis" Journal of the American Chemical Society, 2002, 124, 4552-4553. | ||
| Vanderwal, C. D.; Vosburg, D. A.; Sorensen, E. J. "Intramolecular Allenolate Acylations in Studies toward a Synthesis of FR182877" Organic Letters, 2001, 3, 4307-4310. | ||
| Vanderwal, C. D.; Vosburg, D. A.; Weiler, S.; Sorensen, E. J. "Postulated Biogenesis of WS9885B and Progress toward an Enantioselective Synthesis" Organic Letters, 1999, 1, 645-648. | ||
| Link to this profile | http://www.faculty.uci.edu/profile.cfm?faculty_id=5265 | |
| Last updated | 01/30/2008 | |
