有机化学 ›› 1988, Vol. 8 ›› Issue (1): 64-66. 上一篇    下一篇

研究论文

合成梨圆蚧性信息素主要组分的新路线

张合胜;陈家威   

  1. 湖北大学化学系
  • 发布日期:1988-02-25

A new synthesis of the principal component of San Jise Scale's sex pheromone

ZHANG HESHENG;CHEN JIAWEI   

  • Published:1988-02-25

报导了合成梨圆蚧性信息素主要成分3,7-二甲基-2,7-辛二烯-1-基丙酸酯的新路线. 以2-甲基烯丙基三甲基硅烷与甲基乙烯基酮进行共轭加成得到6-甲基-6-庚烯-2-酮, 再与乙氧羰基亚甲膦酸二乙酯负离子进行Wittig-Horner反应得3,7-二甲基-2,7-辛二烯乙酯. 最后经氢化铝锂还原和丙酰化制得目标产物.

关键词: 丙酸 P, 羧酸酯, 性信息素, 合成法, 辛二烯醇 P, 梨园蚧

A new synthesis of the principal component of San Jose scale's sex pheromone, 3,7-dimethyl-2,7-octadien-1-yl propionate (1) is reported. The conjugate allylation of Me vinyl ketone with 2-methylallyltrimethylsilane gave 6-methyl-6-hepten-2-one. Subsequent Wittig-Horner reaction with (EtO)2P(O)CH2CO2Et, reduction with lithium aluminum hydride and acylation with propionic anhydride afforded a Z, E mixture of I in the ratio of Z:E = 23:77.

Key words: METHYLACETIC ACID P, CARBOXYLIC ACID ESTER, SEX PHEROMONE, SYNTHESIS METHODS, OCTADINOL P, QUADRASPIDIOTUS PERNICIOSUS

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