Pheromone synthesis.: Part CCXIX.: Synthesis of all four stereoisomers of leucomalure, components of the female sex pheromone of the satin moth, Leucoma salicis

被引：16

作者：

Muto, SE ^{[1
]}

Mori, K ^{[1
]}

机构：

[1] Fuji Flavor Co Ltd, Insect Pheromone & Traps Div, Hamura, Tokyo 2058503, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 07期

关键词：

chiral resolution; enzyme catalysis; epoxides; natural products; pheromones;

D O I：

10.1002/ejoc.200390186

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lipase PS-C(Amano)-catalyzed asymmetric acetylation of (+/-)-4-(tert-butyldiphenylsilyloxy)-cis-2,3-epoxy-1-butanol afforded the (2R,3S)-epoxy alcohol and the (2S,3R)-epoxyacetate, which were converted into all of the four stereoisomers of leucomalure [(3Z)-cis-6,7-cis-9,10-diepoxy-3-henicosene], the female sex pheromone of the Satin moth, Leucoma salicis.

引用

页码：1300 / 1307

页数：8

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