Tandem enantioselective conjugate addition--cyclopropanation. Application to natural products synthesis |
| |
Authors: | Alexakis Alexandre March Sébastien |
| |
Institution: | Department of Organic Chemistry, University of Geneva, 30 quai Ernest-Ansermet, Switzerland CH-1211. |
| |
Abstract: | A tandem asymmetric conjugate addition-cyclopropanation was developed, in which a cyclic or linear enone was converted to a TMS-protected 3-substituted-cyclopropanol in an efficient one-pot reaction. These compounds were then selectively cleaved to yield alpha-methyl-beta-alkyl ketones, alpha-methylene-enones, or chain extended gamma-alkyl-enones. This methodology was applied to the formal total synthesis of (-)-(S,S)-clavukerin A and (+)-(R,S)-isoclavukerin. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|