（+）-曲霉内酯B的简洁全合成

Concise total synthesis of (+)-aspergillide B.

作者信息

Liu Jian, Xu Ke, He Jinmei, Zhang Ling, Pan Xinfu, She Xuegong

机构信息

State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, PR China.

出版信息

J Org Chem. 2009 Jul 17;74(14):5063-6. doi: 10.1021/jo900820f.

DOI:10.1021/jo900820f

PMID:19485348

Abstract

An efficient total synthesis of (+)-aspergillide B has been achieved, which features the C-glycosylation reaction for constructing the 2,6-trans-substituted pyran core, a highly effective four-step sequence without purification to produce the key intermediate 13 and an advantegous E-selective Julia-Kocienski olefination on a highly elaborate substrate. The synthesis confirmed the revised structure of aspergillide B by Uenishi.

摘要

已实现（+）-曲霉内酯B的高效全合成，其特点包括用于构建2,6-反式取代吡喃核心的C-糖基化反应、无需纯化的高效四步序列以生成关键中间体13，以及在高度复杂底物上进行的有利的E-选择性Julia-Kocienski烯烃化反应。该合成证实了上西修正后的曲霉内酯B的结构。