美国白蛾性信息素的合成研究进展

Progress on the synthesis of sex pheromones of Hyphantria cunea

美国白蛾是世界性检疫害虫,其性信息素包括2个烯醛类化合物与3个环氧烯烃类化合物,可用于诱集美国白蛾,监测种群动态,具有优异的应用前景。本文根据醛的合成方法,阐述了仿生合成法、Weinreb酰胺法、酶催化法、酯的硅氢化等合成烯醛类美国白蛾性信息素的方法;依据关键中间体的连接方式,总结了异硫氰酸铜试剂法、Wittig偶联法、炔基锂试剂取代法、Gilman试剂取代法及烷基环氧重排法等合成环氧烯烃类美国白蛾性信息素的方法。

The fall webworm,Hyphantria cunea,is a significant worldwide pest,and its sex pheromone includes two alkenals and three epoxy olefins,which can be used to trap H.cunea and monitor population dynamics,and have a promising application.According to the synthesis of aldehyde,the preparations of alkenals include biomimetic synthesis,Weinreb amide method,enzyme catalyzed reaction,iridium-catalyzed hydrosilylation of esters,or cobalt-catalyzed hydrosilylation of esters;whereas on the basis of the linking approaches of key intermediates,the synthetic methods of epoxy olefins,such as thiocyanatocuprate method,Wittig coupling,alkynyl lithium reagent substitution,Gilman reagent substitution and alkylative epoxide rearrangement,were summarized.