Concise Syntheses of Insect Pheromones Using Z-Selective Cross Metathesis

被引：89

作者：

Herbert, Myles B. ^{[1
]}

Marx, Vanessa M. ^{[1
]}

Pederson, Richard L. ^{[2
]}

Grubbs, Robert H. ^{[1
]}

机构：

[1] CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

[2] Materia Inc, Pasadena, CA 91107 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 01期

基金：

美国国家科学基金会; 加拿大自然科学与工程研究理事会;

关键词：

insect pheromones; metathesis; ruthenium; seed-oil derivatives; unconjugated dienes; SEX-PHEROMONE; RUTHENIUM CATALYSTS; OLEFIN METATHESIS; COMPONENTS; ACETATE; MOTH; ETHENOLYSIS; DISPARLURE;

D O I：

10.1002/anie.201206079

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Very short synthetic routes to nine cisolefin-containing pheromones containing a variety of functionality, including an unconjugated (E,Z) diene, are reported (see scheme). These lepidopteran pheromones are used extensively for pest control, and were easily prepared using ruthenium-based Z-selective cross metathesis, highlighting the advantages of this method over less efficient ways to form Z olefins. © 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：310 / 314

页数：5

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