有机化学 ›› 2009, Vol. 29 ›› Issue (07): 1018-1038. 上一篇    下一篇

综述与进展

有机催化不对称Michael加成反应

李 宁a,b; 郗国宏a ; 吴秋华a ; 刘伟华a; 马晶军*,a; 王 春a   

  1. (a河北农业大学理学院 河北省生物无机化学重点实验室 保定 071001)
    (b河北农业大学食品科技学院 保定 071001)
  • 收稿日期:2008-08-18 修回日期:2008-11-03 出版日期:2009-07-22 发布日期:2009-07-22
  • 通讯作者: 马晶军

Organocatalytic Asymmetric Michael Additions

Li, Ning a,b; Xi, Guohong a; Wu, Qiuhua a; Liu, Weihua a ;
Ma, Jingjun*,a ; Wang, Chuna
  

  1. (a Hebei Key Laboratory of Bioinorganic Chemistry, College of Sciences, Agricultural University of Hebei, Baoding 071001)
    (b College of Food Science and Technology, Agricultural University of Hebei, Baoding 071001)
  • Received:2008-08-18 Revised:2008-11-03 Online:2009-07-22 Published:2009-07-22
  • Contact: Ma, Jingjun

有机催化的不对称合成反应是目前研究最为活跃的领域之一. 不对称Michael加成反应是合成众多重要的手性合成子和药物中间体的有效手段. 目前报道的催化Michael加成反应的有机催化剂主要有脯氨酸及其衍生物、手性咪唑啉酮、手性(硫)脲、金鸡纳碱衍生物等. 对各类有机催化剂在有机催化不对称Michael加成反应中的应用, 以及不对称诱导反应的机理、催化剂分子结构及反应条件对其催化活性和不对称诱导作用的影响进行了评述.

关键词: 有机催化, 对映选择性, 不对称Michael加成反应

Organocatalytic asymmetric reaction is an increasingly active area in organic synthesis. The asymmetric Michael addition provides a rapid access to versatile important chiral building blocks and intermediates for the synthesis of bioactive agrochemicals and pharmaceutical compounds. The reported organocatalyst for asymmetric Michael additions include proline and its derivatives, chiral imidazolidinone derivatives, chiral (thio) urea, cinchona alkaloids and so on. The applications of various organocatalysts to asymmetric Michael additions are reviewed in this paper. The reaction mechanism, catalytic activity and the asymmetric induction influenced by the structure of organocatalysts and the reaction condition are also discussed.

Key words: enantioselectivity, asymmetric Michael addition, organocatalysis