有机化学 ›› 2015, Vol. 35 ›› Issue (3): 528-538.DOI: 10.6023/cjoc201502017 上一篇    下一篇

综述与进展

环状脱氢氨基酸及其衍生物的不对称催化氢化研究

王英杰a, 张振锋b, 张万斌a,b   

  1. a 上海交通大学化学化工学院 上海 200240;
    b 上海交通大学药学院 上海 200240
  • 收稿日期:2015-02-09 修回日期:2015-02-28 发布日期:2015-03-03
  • 通讯作者: 张万斌 E-mail:wanbin@sjtu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21202096)资助项目.

Asymmetric Hydrogenation of Cyclic Dehydroamino Acids and Their Derivatives

Wang Yingjiea, Zhang Zhenfengb, Zhang Wanbina,b   

  1. a School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240;
    b School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240
  • Received:2015-02-09 Revised:2015-02-28 Published:2015-03-03
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21202096).

手性环状氨基酸具有独特的结构和特殊的性能, 是广泛存在于手性药物和手性催化剂中的一种结构单元. 过渡金属催化的不对称氢化具有高效、绿色和经济的优点而成为合成该类化合物的首选方法. 对该领域进行了综述, 介绍了各种类型环状α-和β-脱氢氨基酸及其衍生物的不对称催化氢化研究现状, 分析了各种类型钌(Ru)、铑(Rh)和铱(Ir)催化剂的优势和不足, 并提出了该领域今后的研究重点和发展方向.

关键词: 环状氨基酸, 环状脱氢氨基酸, 不对称氢化, 钌催化, 铑催化, 铱催化

Chiral cyclic amino acids, possessing the unique structure and special properties, can be found in various chiral drugs and chiral catalysts as structural motifs. Transition-metal-catalyzed asymmetric hydrogenation, which has the advantages of high efficiency, environmental friendliness and atom economy, becomes the preferred method for the syntheses of such compounds. The related works on this field are reviewed for the first time in this paper. The catalytic asymmetric hydrogenation of various types of cyclic α- and β-dehydroamino acids and their derivatives is introduced, and the advantages and disadvantages of different kinds of transition-metal catalysts (including complexes of Ru, Rh, and Ir) are discussed. Thus a perspective is proposed for the future development.

Key words: cyclic amino acids, cyclic dehydroamino acids, asymmetric hydrogenation, Ru-catalyzed, Rh-catalyzed, Ir-catalyzed