化学学报 ›› 1987, Vol. 45 ›› Issue (9): 887-892. 上一篇    下一篇

研究论文

从(-)-α-蒎烯合成(IR,3R)-(+)-反式菊酸甲酯

刘铸晋;陆仁荣;顾禹归   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1987-09-15

The synthesis of methyl-(+)-(1R,3R)-trans-chrysanthemate from (-)-\a\-pinene

LIU ZHUJIN;LU RENRONG;GU YUGUI   

  • Published:1987-09-15

报道了以(-)-α-蒎烯为主要成分的松节油作原料,通过十四步反应合成了(1R,3R)-(+)-反式菊酸甲酯,每步反应的得率都在60%以上,总得率10.8%.反应操作方便,条件温和,对合成路线中的有些反应作了一些比较和讨论.化合物3-9都是新化合物.

关键词: 环丙甲酸 P, 丙烯 P, 蒎烯, 松节油, 菊酸酯

Me (+)-(1R,3R)-trans-chrysanthemate was synthesized from (-)-a-pinene, through a fourteen-step sequence with preservation of the 5R-chirality of the starting material (i.e. 3-C of the target mol.). The yield of each step proved reasonably high with an overall yield of 10.8%.

Key words: CYCLOPROPANE CARBOXYLIC ACID P, PROPENE P, PINENE, TURPENTINE, CHRYSANTHEMATE

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