通过异氰酸烯丙酯的[3.3] 迁移重排合成（-）-海兔毒素A

Synthesis of (-)-agelastatin A by [3.3] sigmatropic rearrangement of allyl cyanate.

作者信息

Ichikawa Yoshiyasu, Yamaoka Tomonori, Nakano Keiji, Kotsuki Hiyoshizo

机构信息

Faculty of Science, Kochi University, Kochi 780-8520, Japan.

出版信息

Org Lett. 2007 Aug 2;9(16):2989-92. doi: 10.1021/ol0709735. Epub 2007 Jun 30.

DOI:10.1021/ol0709735

PMID:17602639

Abstract

Total synthesis of (-)-agelastatin A has been achieved starting from l-arabitol. The highlights in our synthesis include the preparation of vicinal diamine moiety by [3.3] sigmatropic rearrangement of allyl cyanate and construction of central ring-C with ring-closing metathesis.

摘要

已从 l-阿拉伯糖醇出发实现了 (-)-阿格拉他汀 A 的全合成。我们合成过程中的亮点包括通过烯丙基氰酸酯的 [3.3] 迁移重排制备邻二胺部分以及通过闭环复分解反应构建中环 C。