共生甲藻素C1'-C25'片段的立体选择性合成及绝对构型

Stereoselective synthesis and absolute configuration of the C1'-C25' fragment of symbiodinolide.

作者信息

Takamura Hiroyoshi, Murata Takeshi, Asai Takahiro, Kadota Isao, Uemura Daisuke

机构信息

Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.

出版信息

J Org Chem. 2009 Sep 4;74(17):6658-66. doi: 10.1021/jo901162v.

DOI:10.1021/jo901162v

PMID:19655754

Abstract

Stereoselective synthesis of the C1'-C25' fragment of symbiodinolide, which was obtained as a degraded product from symbiodinolide by alkaline hydrolysis, has been accomplished. The synthetic route features Kotsuki coupling and Julia-Kocienski olefination in the introduction of the side chains. This enantio- and stereoselective synthesis has established the absolute configuration of the C1'-C25' fragment.

摘要

已经完成了对通过碱性水解从共生双鞭甲藻素获得的降解产物——共生双鞭甲藻素C1'-C25'片段的立体选择性合成。该合成路线在引入侧链时采用了小槻偶联反应和朱利亚-科琴斯基烯烃化反应。这种对映选择性和立体选择性合成确定了C1'-C25'片段的绝对构型。