有机化学 ›› 2015, Vol. 35 ›› Issue (7): 1414-1427.DOI: 10.6023/cjoc201501015 上一篇    下一篇

综述与进展

铜催化格氏试剂不对称共轭加成研究进展

唐凤翔, 叶久勇   

  1. 福州大学化学学院 福州 350116
  • 收稿日期:2015-01-14 修回日期:2015-03-16 发布日期:2015-03-19
  • 通讯作者: 唐凤翔 E-mail:hellotfx@fzu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21375019)资助项目.

Recent Advances in Copper-Catalyzed Asymmetric Conjugate Addition of Grignard Reagents

Tang Fengxiang, Ye Jiuyong   

  1. College of Chemistry, Fuzhou University, Fuzhou 350108
  • Received:2015-01-14 Revised:2015-03-16 Published:2015-03-19
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21375019).

铜催化格氏试剂不对称1,4-、1,6-及1,2-共轭加成是构建手性碳的重要方法, 其加成产物是许多天然产物以及手性药物合成的关键中间体. 对铜催化的格氏试剂不对称1,4-、1,6-及1,2-共轭加成反应进行了较全面的综述, 其中涉及的受体种类包括α,β-不饱和酮、不饱和酯、不饱和内酯、不饱和硫酯、不饱和醛和不饱和砜. 此外, 对不对称1,4-共轭加成反应的机理研究也进行了较详细的介绍.

关键词: 铜催化, 格氏试剂, 不对称共轭加成, 机理

Copper-catalyzed asymmetric 1,4-, 1,6- and 1,2-conjugate addition of Grignard reagents is an important method to build up a carbon chiral center, which exists in the key intermediates of many natural products and chiral drugs. In this paper, the copper-catalyzed asymmetric 1,4-, 1,6- and 1,2-conjugate addition of Grignard reagents to α,β-unsaturated compounds is summarized systematically, and such acceptors as α,β-unsaturated ketones, esters, lactones, aldehydes, thioesters as well as sulfones are involved. In addition, the mechanism of asymmetric 1,4-conjugate addition is also introduced.

Key words: copper-catalyzed, Grignard reagent, asymmetric conjugate addition, mechanism