Synthesis of (+)-didemniserinolipid B via ketalization/ring-closing metathesis

被引：31

作者：

Marvin, Christopher C. ^{[1
]}

Voight, Eric A. ^{[1
]}

Burke, Steven D. ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 26期

关键词：

D O I：

10.1021/ol702454m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A modular synthesis of didemniserinolipid B is reported. Central to this synthesis was the use of a ketalization/ring-closing metathesis (K/RCM) strategy to establish the 6,8-dioxabicyclo[3.2.1]octane core. The C10 axial alcohol was established via a selective epoxidation, followed by reductive trans-diaxial epoxide opening. The serinol and unsaturated ester side chains were introduced by a Williamson etherification and cross metathesis, respectively.

引用

页码：5357 / 5359

页数：3

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