化学学报 ›› 1990, Vol. 48 ›› Issue (5): 489-493. 上一篇    下一篇

研究论文

油松毛虫性引诱剂(5z,7e)-十二碳二烯醇及其乙酸酯和丙酸酯的合成

孙小静;王东;陈德恒   

  1. 中国科学院化学研究所;加拿大麦吉尔大学化学系
  • 发布日期:1990-05-15

Synthesis of (5Z, 7E)-dodecadien-1-ol and its acetate and propionate

SUN XIAOJING;WANG DONG;CHEN DEHENG   

  • Published:1990-05-15

从三甲基烯丙基硅烷和己同出发, 经过烷基反应、硅卤消除反应、铝氢化反应以及烯基碘(4)和烯基铝(6)的偶联反应, 实现了油松毛虫性引诱剂(1a-1c)的合成。总产率为20%, 产物的立体化学纯度为94%。

关键词: 乙酸酯, 烷基化, 共轭双键化合物, 耦合反应, 烯醇, 立体异构, 十二碳化合物, 油松毛虫, 性引诱剂, 丙酸酯

Starting from allyltrimethylsilane and hexyne, the title pheromones were synthesized through alkylation, addition- hydroalumination and coupling reaction of vinyl iodide I with vinylalane II. The total yield was 20% with stereoselectivity of 94%.

Key words: ACETIC ACID ESTER, ALKYLATION, CONJUGATED DOUBLE BOND COMPOUNDS, COUPLING REACTION, ENOLS, STEREOISOMERISM, C12 COMPOUNDS, DENDROLIMUS TABULAEFORMIS, SEX ATTRACTANT, PROPIONATE

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