A straightforward synthesis of (-)-phaseolinic acid

被引：45

作者：

Amador, M ^{[1
]}

Ariza, X ^{[1
]}

Garcia, J ^{[1
]}

Ortiz, J ^{[1
]}

机构：

[1] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 23期

关键词：

D O I：

10.1021/jo048705x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise approach to (-)-phaseolinic acid starting from commercially available (S)-oct-1-yn-3-ol is disclosed. The key steps are a ring-closing metathesis reaction to prepare a C-2-symmetrical allylic diol and its desymmetrization to a gamma-butyrolactone by using an Ireland-Claisen rearrangement. The 2S,3S,4S configuration of the levogyre natural product has been confirmed.

引用

页码：8172 / 8175

页数：4

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