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谷斑皮蠹(Trogoderma granarium Everts)是一种为害严重、防治困难的世界性仓库害虫,许多国家把它定为重点防治和检疫昆虫之一.1982年我国也将该虫列为进口检疫害虫.谷斑皮蠧性信息素主要活性组份为14-甲基-8-十六碳烯醛(6),并已证实其顺式体活性较反式体高10倍左右,有关6的合成及活性研究已有数篇文献报道,其合成方法大多是经过炔烃金属化合物与卤代物缩合后,再将炔键还原为烯键,这类炔烃路线步骤多,总收率最高不超过20%,炔键还原后的两种几何异构体通常靠层析或低温结晶等方法分离纯化,制备量受到限制,所得顺式体纯度亦往往不能满足要求.
Trogoderma granarium Everts is a serious and difficult to control the world’s warehouse pests, many countries put it as one of the key control and quarantine insects .1982 China also the import quarantine pests. The main active ingredient of the sex pheromone is 14-methyl-8-hexadecenal (6), and its cis-form activity has been demonstrated to be about 10-fold more potent than that of the trans form, with respect to the synthesis and activity of 6 It has been reported in several literatures that most of the methods for the synthesis are alkyne metal compounds and halogenated compounds are condensed, then the alkyne bond is reduced to olefinic bonds. Such alkyne routes have many steps and the total yield does not exceed 20% The two key isomers are usually separated and purified by chromatography or cryogenic crystallization. The preparation yield is limited, and the purity of cis-form obtained often can not meet the requirements.