有机化学 ›› 2009, Vol. 29 ›› Issue (07): 1048-1058. 上一篇    下一篇

综述与进展

有机小分子催化的不对称Strecker反应研究进展

唐然肖 ; 李云鹏; 李越敏 ; 刘伟华;
马晶军; 王彦恩; 王 春*
  

  1. (河北农业大学理学院 保定 071001)

  • 收稿日期:2008-09-25 修回日期:2008-11-15 发布日期:2009-07-22
  • 通讯作者: 王 春

Developments in Organocatalytic Asymmetric Strecker Reactions

Tang, Ranxiao ; Li, Yunpeng; Li, Yuemin ; Liu, Weihua;
Ma, Jingjun; Wang, Yanen; Wang, Chun*
  

  1. (College of Science, Agricultural University of Hebei, Baoding 071001)
  • Received:2008-09-25 Revised:2008-11-15 Published:2009-07-22
  • Contact: Wang, Chun

有机小分子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Strecker反应是合成光学活性α-氨基酸衍生物的有效手段. 目前报道的催化不对称Strecker反应的有机催化剂主要有手性胍类、手性(硫)脲衍生物、氮-氧偶极化合物、手性Brønsted酸等, 取得了良好的催化活性和对映选择性. 对各类有机小分子催化剂在有机催化不对称Strecker反应中的应用研究进展, 以及催化剂结构与反应条件对催化活性和不对称诱导作用的影响进行了简要评述.

关键词: 有机催化, 对映选择性, 不对称Strecker反应

Organocatalytic asymmetric reaction is an increasingly active area in oraganic sythesis. Asymmetric Strecker reaction is a powerful tool for the synthesis of α-amino acids. The reported organocatalysts for asymmetric Strecker reaction include chiral guanidines, chiral (thio)urea derivatives, N-oxide compounds, chiral Brønsted acids and so on, which can catalyze the asymmetric Strecker reaction with high catalytic activity and excellent enantioselectivity. The applications of various organocatalysts to asymmetric Strecker reactions are reviewed in this paper. The catalytic activity and the asymmetric induction influenced by the structure of organocatalysts and the reaction condition are also discussed.

Key words: enantioselectivity, asymmmetric Strecker reactio, organocatalysis