Studies on the Insect Sex Pheromones(Ⅴ)——The Synthesis of the Housefly Sex Attractant Z-9-Tricosene

Chem. J. Chinese Universities ›› 1988, Vol. 9 ›› Issue (5): 522.

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Studies on the Insect Sex Pheromones(Ⅴ)——The Synthesis of the Housefly Sex Attractant Z-9-Tricosene

Liu Tianlin, Li Zhengming, Wang Likun, Liang Ge

The Research Institute of Elemento-Organio Chemistry, Sankai University, Tianjin

Received:1986-11-15 Online:1988-05-24 Published:1988-05-24

Abstract

Abstract: Oleyl alcohol was used as a starting material and converted into oleyl tosylate with tosyl chloride and pyridine. By reduction of this tosylate with lithium aluminium hydride and then ozonization, the intermidiate 1-nonanal was obtained. (Z)-9-tricosene was (Z)-stereoselectively prepared by Wittig reaction of 1-nonanal with lithium salt-free phosphorus ylide generated from the reaction of n-tetradecyltriphenylphosphonium bromide and sodium bis(trimethylsilyl)amide.

Key words: Insect sex pheromone, (Z)-9-tricosene, Wittig reaction, Ozono-lysis, Synthesis

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Liu Tianlin, Li Zhengming, Wang Likun, Liang Ge . Studies on the Insect Sex Pheromones(Ⅴ)——The Synthesis of the Housefly Sex Attractant Z-9-Tricosene[J]. Chem. J. Chinese Universities, 1988, 9(5): 522.

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Studies on the Insect Sex Pheromones(Ⅴ)——The Synthesis of the Housefly Sex Attractant Z-9-Tricosene

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