Unexpected stereochemistry in the lithium salt catalyzed ring expansion of nonracemic oxaspiropentanes.: Formal syntheses of (-)-(4R,5R)-muricatacin and the pheromone (R)-japonilure

被引：28

作者：

Bernard, AM ^{[1
]}

Frongia, A ^{[1
]}

Piras, PP ^{[1
]}

Secci, F ^{[1
]}

机构：

[1] Univ Cagliari, Dipartimento Sci Chim, I-09042 Monserrato, Cagliari, Italy

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 16期

关键词：

D O I：

10.1021/ol035061r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereochemistry of the cyclobutanones 3, obtained by lithium salt catalyzed ring expansion of the optically pure oxaspiropentanes 2, depends not only on the lithium salt but also on the stereochemistry of 2. They constitute the starting material for the syntheses of the acetogenin (-)-(4R,5R)-muricatacin and the pheromone (R)-japonllure.

引用

页码：2923 / 2926

页数：4

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