有机化学 ›› 2012, Vol. 32 ›› Issue (01): 13-18.DOI: 10.6023/cjoc114224 上一篇    下一篇

综述与进展

不对称Kabachnik-Fields 反应合成研究进展

万德慧, 吴明书, 马静雅   

  1. 海南师范大学化学与化工学院 热带药用植物化学省部共建重点实验室 海口 570000
  • 收稿日期:2011-04-22 修回日期:2011-08-15 发布日期:2011-09-05
  • 通讯作者: 万德慧 E-mail:wdhfsh@163.com
  • 基金资助:

    国家自然科学基金(No. 21162008)资助项目.

Recent Progress in Asymmetric Synthesis of Kabachnik-Fields Reaction

Wan Dehui, Wu Mingshu, Ma Jingya   

  1. Key Laboratory of Tropical Medicinal Plant Chemistry of the Ministry of Education and Hainan Province, College of Chemistry & Chemical Engineering, Hainan Normal University, Haikou 571158
  • Received:2011-04-22 Revised:2011-08-15 Published:2011-09-05
  • Contact: DeHui WAN E-mail:wdhfsh@163.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21162008).

不对称三组分Kabachnik-Fields 反应合成光学活性的α-氨基膦酸酯, 由于其多组分反应自身所具有的独特优势,近年来已成为一个非常有吸引力的研究领域. 从手性催化剂催化和光学活性底物诱导两方面综述了不对称Kabachnik-Fields 反应合成手性α-氨基膦酸酯及其衍生物的最新研究进展, 重点介绍了手性催化剂与手性底物构型对反应立体选择性的影响及其有关反应机理. 最后提出了不对称多组分Kabachnik-Fields 反应研究中存在的一些问题, 并对其今后的发展方向进行了展望.

关键词: Kabachnik-Fields 反应, 不对称合成, 手性α-氨基膦酸酯

Asymmetric three-component Kabachnik-Field reaction for the stereoselective synthesis of optically active α-amino phosphonates has been received considerable attention due to their great intrinsic advantages as well as their applications in drug discovery. This review covers recent progress on asymmetric three-component Kabachnik-Field reaction including the chiral catalysts and optical active substrate induction approaches to chiral α-aminoalkylphosphonic acid derivatives. The influence of the chiral catalysts and reaction substrate configuration on the reaction stereoselectivity is the major focus. It elicits issues and perspectives of asymmetric three-component Kabachnik-Field reaction in the end.

Key words: Kabachnik-Fields reaction, asymmetric synthesis, chiral α-aminoalkylphosphonic acid