Christopher D. VanderwalAssistant Professor, Chemistry |
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Research Interests |
natural product synthesis | |
| URL | Vanderwal Group Web Site | |
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Academic Distinctions |
Amgen Young Investigator Award, 2009 NSF CAREER Award, 2009 Thieme Synlett/Synthesis Journal Award, 2006 Lilly New Faculty Award, 2006 Amgen New Faculty Award, 2005 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 focuses on the development of strategies and methods for the rapid synthesis of architecturally complex natural products. Both target-inspired and methodology-driven approaches to synthesis are considered. | |
| Publications | Bedke, D. K.; Shibuya, G. M.; Pereira, A. R.; Gerwick, W. H.; Vanderwal, C. D. “A Concise Enantioselective Synthesis of the Chlorosulfolipid Malhamensilipin A” Journal of the American Chemical Society published online 8 February 2010; doi: 10/1021/ja910809c. | |
| Pereira, A. R.; Byrum, T.; Shibuya, G. M.; Vanderwal, C. D.; Gerwick, W. H. “Structure Revision and Absolute Configuration of Malhamensilipin A from the Freshwater Chrysophyte Poterioochromonas malhamensis.” Journal of Natural Products published online 25 January 2010; doi: 10.1021/np900672h. | ||
| Dowling, M. S.; Vanderwal, C. D. “Ring-Closing Metathesis of Allylsilanes/Electrophilic Desilylation to Prepare exo-Methylidenecycloalkanes. Short Syntheses of Teucladiol and Poitediol” Journal of the American Chemical Society 2009, 131, 15090–15091. | ||
| Bedke, D. K.; Shibuya, G. M.; Pereira, A.; Gerwick, W. H.; Haines, T. H.; Vanderwal, C. D. “Relative Stereochemistry Determination and Synthesis of the Major Chlorosulfolipid from Ochromonas danica” Journal of the American Chemical Society, 2009, 131, 7570-7572. | ||
| Steinhardt, S. E.; Vanderwal, C. D. “Complex Polycyclic Lactams from Pericyclic Cascade Reactions of Zincke Aldehydes” Journal of the American Chemical Society, 2009, 131, 7546-7547. | ||
| Martin, D. B. C.; Vanderwal, C. D. “Efficient Access to the Core of the Strychnos, Aspidosperma and Iboga Alkaloids. A Short Synthesis of Norfluorocurarine.” Journal of the American Chemical Society 2009, 131, 3472-3473. | ||
| Kanady, J. S.; Nguyen, J. D.; Ziller, J. W.; Vanderwal, C. D. “Synthesis of All Four Diastereomers of 3,4-Dichloro-2-pentanol, Motifs Relevant to the Chlorosulfolipids” Journal of Organic Chemistry 2009, 74, 2175–2178. | ||
| Bedke, D. K.; Vanderwal, C. D. “Chlorine Lends a Helping Hand” News and Views Article in Nature, 2009, 457, 548–549. | ||
| Michels, T. D.; Rhee, J. U.; Vanderwal, C. D. “Synthesis of d-Tributylstannyl-a,b,g,d-unsaturated Aldehydes from Pyridines” Organic Letters 2008, 10, 4787–4790. | ||
| Shibuya, G. M.; Kanady, J. S.; Vanderwal, C. D. “Stereoselective Dichlorination of Allylic Alcohol Derivatives to Access Key Stereochemical Arrays of the Chlorosulfolipids” Journal of the American Chemical Society 2008, 130, 12514–12518. | ||
| Steinhardt, S, E.; Silverston, J. S.; Vanderwal, C. D. "Stereocontrolled Synthesis of Z-Dienes via an Unexpected Pericyclic Cascade Rearrangement of 5-Amino-2,4-pentadienals" Journal of the American Chemical Society, 2008, 130, 7560-7561. | ||
| Bai, R.; Vanderwal, C. D.; Diaz, J. F.; Hamel, E. "Interaction of a Cyclostreptin Analogue with the Microtubule Taxoid Site: The Covalent Reaction Rapidly Follows Binding" Journal of Natural Products, 2008, 71, 370–374. | ||
| 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. | ||
| Grants | NSF CAREER Grant, 2009–2014 | |
| NIH R01 grant from NIGMS, 2010–2014 | ||
| Link to this profile | http://www.faculty.uci.edu/profile.cfm?faculty_id=5265 | |
| Last updated | 02/08/2010 | |