冈比亚醇的全合成。

Total synthesis of gambierol.

作者信息

Furuta Hiroki, Hasegawa Yuki, Mori Yuji

机构信息

Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku, Nagoya 468-8503, Japan.

出版信息

Org Lett. 2009 Oct 1;11(19):4382-5. doi: 10.1021/ol9017408.

DOI:10.1021/ol9017408

PMID:19731936

Abstract

The total synthesis of gambierol has been achieved utilizing an oxiranyl anion strategy in an iterative manner. Synthetic highlights of this route include direct carbon-carbon formation on epoxides, sulfonyl-assisted 6-endo cyclization, and expansion reaction of tetrahydropyranyl rings to oxepanes to forge the polycyclic architecture of the target molecule.

摘要

利用环氧乙烷基阴离子策略，已迭代实现了甘比罗尔的全合成。该路线的合成亮点包括在环氧化物上直接形成碳 - 碳键、磺酰基辅助的6-内型环化反应，以及将四氢吡喃环扩环为氧杂环庚烷以构建目标分子的多环结构。