ORGN 127 |
| James R. Vyvyan, Steven T. Staben, Ryan E. Looper, and Celeste Loitz. Department of Chemistry, Western Washington University, Bellingham, WA 98225 |
| Tin (II) chloride with anhydrous HCl in methylene chloride has been found to efficiently catalyze the regioselective 8-endo cyclization of phenol epoxides 1 to benzoxocanes 2. Both the SnCl2 and HCl are required for optimal production of the benzoxocane. Application of this methodology to the total synthesis of heliannuol A, heliannuol K, and helianane will be presented. |
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New Reactions and Methodology, Metal-Mediated Reactions, Heterocycles and Aromatics
8:00 PM-10:00 PM, Sunday, March 28, 2004 Anaheim Convention Center -- Hall A, Poster
Sci-Mix
Division of Organic Chemistry |