A facile synthesis of the sex pheromone of Grapholitha molesta

J Li, J Yong, F Huang, S Bai

Index: Li, Jiu-Ming; Yong, Jian-Ping; Huang, Feng-Lan; Bai, Shu-Zhen Chemistry of Natural Compounds, 2012 , vol. 48, # 1 p. 103 - 105

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Citation Number: 2

Abstract

The sex pheromone of Grapholitha molesta,(Z/E)-8-dodecylen-1-ol acetate, was easily synthesized in an overall yield of 41.5% with 1, 8-octanediol as starting material via mono- esterification, PCC oxidation, and Witting reactions. The Z/E ratio is 83: 17. Configuration transformation of Z/E 83: 17 compound with sodium nitrite and nitric acid resulted in the production of a compound with Z/E 24: 76. The products were confirmed by IR, 1 H NMR, ...