3,7-二甲基-2-十三碳醇乙酸酯的合成--松叶蜂Diprion pini性信息素活性组分

摘要

The total synthesis of 3,7-dimethyl-2-tridecanyl acetate,the active component of the sex pheromone of diprion pini,was investigated in this paper.The two key synthins blocks,2-methyl-octan-1-yl lithium and 3,4-dimethyl-γ-butyrolactone,were obtained from diethyl malonate and 2,3-epoxybutane.2-Methyl-octan-1-yl lithium reacted with 3,4-dimethyl-γ-butyrolactone to yield the ketoalcohol and then followed by Huang-Minlong reduction to afford 3,7-dimethyl-2-tridecanol,acylated with acetic anhydide to give 3,7-dimethyl-2-tridecanyl acetate.%对松叶蜂diprion pini性信息素活性组分3,7-二甲基-2-十三碳醇乙酸酯的全合成进行了研究．以丙二酸二乙酯和2，3-环氧丁烷为原料，分别合成了两个重要结构单元--2-甲基-1-辛烷基锂和3，4-二甲基-γ-丁内酯．2-甲基-1-辛烷基锂与3，4-二甲基-γ-丁内酯反应，得到的酮醇再经黄鸣龙还原，得到3，7-二甲基-2-十三碳醇，经酯化，得到3，7-二甲基-2-十三碳醇乙酸酯．