Chinese Journal of Organic Chemistry >
Simple Synthesis of (Z)-7-Eicosen-11-one- the Sex Pheromone of Peach Fruit Moth
Received date: 2014-01-13
Revised date: 2014-03-16
Online published: 2014-04-01
Supported by
Project supported by the Science and Technology Foundation of Yunnan University (No. 2011YB12) and the Foundation of Yunnan Province Department of Education (No. 2011Y112).
Peach fruit moth is one of the most serious pests, whose sex pheromone is (Z)-7-eicosen-11-one. Synthesis of the compound was achieved from 2,3-dihydrofuran. Firstly, acidic hydrolysis of 2,3-dihydrofuran gave 4-hydroxybutanal, which reacted with the ylide prepared from heptyltriphenylphosphonium bromide to afford (Z)-4-undecen-1-ol. The alcohol was oxidated followed by Grignard addition and further oxidation to give the target product.
Yang Xiaomei , Zhang Yushun , Yao Yun , Tao Yunhai . Simple Synthesis of (Z)-7-Eicosen-11-one- the Sex Pheromone of Peach Fruit Moth[J]. Chinese Journal of Organic Chemistry, 2014 , 34(7) : 1458 -1461 . DOI: 10.6023/cjoc201401021
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