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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (12): 1491-1501. 上一篇    下一篇

综述与进展

手性(硫)脲衍生物在不对称有机催化反应中的应用

吴秋华，高勇军，李芝，王俊敏，王春*
马晶军，宋双居   

  1. (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)
  • 收稿日期:2007-10-23 修回日期:2007-04-03 发布日期:2007-12-04
  • 通讯作者: 王春

Application of Chiral (Thio)urea Derivatives in Asymmet-ricOrganocatalysis

WU Qiu-Hua, GAO Yong-Jun, LI Zhi, WANG Jun-Min, WANG Chun*
MA Jing-Jun, SONG Shuang-Ju   

  1. (Hebei Key Laboratory of Bioinorganic Chemistry, College of Sciences, Agricultural University of He-bei, Baoding 071001)
  • Received:2007-10-23 Revised:2007-04-03 Published:2007-12-04
  • Contact: WANG Chun

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1832

被引次数

29

手性(硫)脲衍生物是各种亲核试剂对亚胺、醛、缺电子烯烃加成反应的非常有效的有机催化剂之一, 已成功应用于对映选择性催化Strecker反应、Michael加成反应、Mannich反应、Baylis-Hillman反应、Henry反应等一系列重要的有机合成反应. 手性(硫)脲衍生物具有催化活性高、对映选择性和功能基相容性好、易于制备和修饰、适用范围广等优点, 成为近年来研究较多的不对称反应有机催化剂. 对手性(硫)脲衍生物在有机催化不对称合成中的应用研究进展进行了评述.

关键词: 有机催化不对称合成, 对映选择性, 手性脲与硫脲

Chiral (thio)urea derivatives are very effective organocatalysts for the nuclephilic addition reactions of imines, aldehydes, electron-deficient olefins, etc. They have been successfully applied in varieties of enantioselective organic reactions, such as asymmetric Strecker, Michael addition, Mannich, Baylis-Hillman, Acyl-Pictet-Spengler and Henry reactions as well as the dynamic kinetic resolution. Chiral (thio)urea derivatives are rapidly emerging as versatile, high catalytic active, low catalyst loading, excellent enantioselective, high functional group tolerant, ease of prepared/modified organocatalyst for the promotion of a wide range of synthetically useful asymmetric processes. The application of chiral (thio)urea derivatives in asymmetric organocatalysis is reviewed in this paper.

Key words: enantioselectivity, chiral urea and thiourea, asymmetric organocatalysis