通过大环化/跨环吡喃环化策略全合成(-)-Enigmazole A
Total Synthesis of (-)-Enigmazole A by the Macrocyclization/Transannular Pyran Cyclization Strategy.
作者信息
Masuda Taisei, Ohyama Kyoya, Yoshimura Atsushi, Fuwa Haruhiko
机构信息
Department of Applied Chemistry, Faculty of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku Tokyo 112-8551, Japan.
出版信息
Org Lett. 2024 Mar 15;26(10):2045-2050. doi: 10.1021/acs.orglett.4c00290. Epub 2024 Feb 29.
An 18-step synthesis of (-)-enigmazole A is herein disclosed. The present synthesis is based on a modular assembly of three building blocks of similar complexity, a macrocyclic ring-closing metathesis to forge the 18-membered macrocyclic skeleton, and a desilylative transannular oxa-Michael addition for stereoselective construction of the 2,6--substituted tetrahydropyran ring.
本文公开了（-）-恩尼格玛唑A的18步合成方法。目前的合成方法基于三个复杂度相似的结构单元的模块化组装、用于构建18元大环骨架的大环闭环复分解反应，以及用于立体选择性构建2,6-二取代四氢吡喃环的脱硅基跨环氧杂迈克尔加成反应。
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