化学学报 ›› 1982, Vol. 40 ›› Issue (4): 381-385. 上一篇    

研究简报

梨小食心虫性信息素顺-8-十二碳烯-1-醇乙酸酯及其反式异构体的合成

仲同生, 林国强   

  1. 中国科学院上海有机化学研究所
  • 投稿日期:1980-10-15 发布日期:2013-06-03
  • 通讯作者: 仲同生

THE SYNTHESIS OF THE SEX PHEROMONE OF THE ORIENTAL FRUIT MOTH (GRAPHOLITHA MOLESTA BUSCK)-Z-8-DODECEN-1-YL ACETATE AND ITS E-ISOMER

ZHONG TONG-SHENG, LIN GUO-QIANG   

  1. Shanghai Institute of Organic Chemistry, Academia Sinica
  • Received:1980-10-15 Published:2013-06-03

梨小食心虫(Grapholitha molesta Busck)是一种世界性的梨、桃、苹果等果树害虫.此虫在我国分布甚广.1969年Roelofs等鉴定其性信息素的结构为顺-8-十二碳烯-1-醇乙酸酯(1)[1],其后报道1与少量反-8-十二碳烯-1-醇乙酸酯(2)合用,则引诱活性可以增强[2].

The sex pheron;one of the oriental fruit moth Z-8-dodecen-1-yl acetate (1) and its E-isomer(2),as synthesized,using 1-bromohexane and propargyl alcohol as starting material through six steps in an overall yield of 29 percont.Thus,1-bromohe-2-xane was reacted with lithium salt of propargyl alcohol in liquid ammonia to give 2-nonyn-1-of (3) which was then treated with sodium 3-aminopropy lamine in 1,3-diaminopropane to give 8-nonyn-l-of (4) in 80% yield,4 was transformed into the final products by the usual method.