Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (08): 1313-1325. Previous Articles     Next Articles

Review

手性胺-质子酸催化剂在有机催化不对称合成中的应用

吴秋华a; 高勇军a ;李 芝a ;冯 涛a ;李越敏a
刘伟华a ;张亚斋b; 张会芳c; 王 春*,a
  

  1. (a河北农业大学理学院 保定 071001)
    (b河北承德民族师专化学系 承德 067000)
    (c河北定州冀中职业学院 定州 073000)
  • 收稿日期:2007-08-16 修回日期:2007-11-25 发布日期:2008-08-18
  • 通讯作者: 王 春

Application of Chiral Amine-Protonic Acid Catalysts in Asymmetric Organocatalytic Synthesis

WU, Qiu-Huaa; GAO, Yong-Juna; LI, Zhia; FENG, Taoa ;LI, Yue-Mina ;
LIU, Wei-Huaa ;ZHANG, Ya-Zhaib; ZHANG, Hui-Fangc; WANG, Chun*,a
  

  1. (a College of Science, Agricultural University of Hebei, Baoding 071001)
    (b Department of Chemistry, Chengde Teachers College for Nationalities, Chengde 067000)
    (c Jizhong Vocational College of Dingzhou, Dingzhou 073000)
  • Received:2007-08-16 Revised:2007-11-25 Published:2008-08-18
  • Contact: WANG, Chun

Chiral amine-protonic acids are highly efficient and excellent enantioselective organocatalysts developed in recent years. They have been successfully applied to a number of enantioselective organic reactions, such as asymmetric aldol condenstion, Michael addition, Diels-Alder cycloaddition, Strecker reaction and so on. The introduction of cheap protonic acids can accelerate the formation of an active enanmine intermediate and stabilize the transition state by hydrogen bonding. Consequently, catalytic activity and enantioselectivity of the catalysis system are remarkably increased. The application of chiral amine-protonic acid catalysts to asymmetric synthesis, the mechanism of asymmetric inducement, and the influence of the structure of chiral amine-protonic acids on the catalytic efficience and enantioselectivity are reviewed in this paper.

Key words: asymmetric organocatalysis, protonic acid, chiral amine