一种合成长春罗醇双环[5.3.1]十一碳-11-酮骨架的新方法。

A novel synthetic approach to the bicyclo[5.3.1]undecan-11-one framework of vinigrol.

作者信息

Wang Xian-Lei, Lu Yun-Yu, Wang Jie, Wang Xuan, Yao He-Quan, Lin Guo-Qiang, Sun Bing-Feng

机构信息

CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai 200032, China.

出版信息

Org Biomol Chem. 2014 Jun 14;12(22):3562-6. doi: 10.1039/c4ob00046c. Epub 2014 Mar 28.

DOI:10.1039/c4ob00046c

PMID:24676561

Abstract

The first synthetic attempt commencing from an eight-membered ring to approach the [5.3.1] bicyclic core of vinigrol has demonstrated the feasibility of using the conformational bias of the cyclooctane-ring system to realize highly diastereoselective reactions. The synthetic potential of the newly disclosed access to in/out isomerism may stimulate broader interests.

摘要

首次从八元环开始合成，以接近维尼格罗[5.3.1]双环核心，证明了利用环辛烷环系统的构象偏向来实现高非对映选择性反应的可行性。新公开的实现内/外异构现象的合成潜力可能会激发更广泛的兴趣。