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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (11): 1494-1497. 上一篇    下一篇

研究简报

格氏试剂异构偶联法合成辅酶Q10

李全*，古昆，程晓红   

  1. (云南大学应用化学系 生物制药创新人才培养基地 昆明 650091)
  • 收稿日期:2005-05-15 修回日期:2005-09-05 发布日期:2005-10-30
  • 通讯作者: 李全

Synthesis of Coenzyme Q10 via Isocoupling Reaction between Allylic Grignard Reagent and Allyl Halides

LI Quan*,GU Kun,CHENG Xiao-Hong   

  1. (Department of Applied Chemistry, Yunnan University, Kunming 650091)
  • Received:2005-05-15 Revised:2005-09-05 Published:2005-10-30
  • Contact: LI Quan

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2260

被引次数

40 | 3

报道了一种利用2-甲基-3-氯-4-(2'-甲基-3',4',5',6'-四甲氧基苯)丁烯的格氏试剂与茄尼基溴发生异构偶联, 再氧化合成辅酶Q10的新方法. 发现了烯丙式格氏试剂与卤代烷经过六元环过渡态的异构偶联反应.

关键词: 辅酶Q10, 茄尼醇, 格氏试剂, 异构偶联

Coenzyme Q10 was synthesized by the isocoupling reaction between Grignard reagent of 2-methyl-3-chloro-4-(2'-methyl-3',4',5',6'-tetramethoxyphenyl)butene and solanesyl bromide followed by oxidation of the corresponding toluene derivative. It is therefore successfully indicated that allylic Grignard reagent can be isocoupled with allyl halide via a six-membered ring as transition state.

Key words: Grignard reagent, isocoupling, solanesol, coenzyme Q10