有机化学 ›› 2011, Vol. 31 ›› Issue (01): 22-38. 上一篇    下一篇

综述与进展

手性噁唑硼烷的研究进展及其应用

汪泳1,李文红2,曹云涛1,李媛*,1   

  1. (1河北师范大学化学与材料科学学院 石家庄 050016)
    (2河北工业职业技术学院环境与化学工程系 石家庄 050091)
  • 收稿日期:2009-10-19 修回日期:2010-05-23 发布日期:2010-06-18
  • 通讯作者: 李媛 E-mail:yuanli@mail.hebtu.edu.cn
  • 基金资助:

    国家级.国家自然科学基金

Progress on the Study and Application of Chiral Oxazaborolidines

Wang Yong1 Li Wenhong2 Cao Yuntao1 Li Yuan*,1   

  1. (1 College of Chemistry & Material Science, Hebei Normal University, Shijiazhuang 050016)
    (2 Environment and Chemical Engineering, Heibei College of Industry and Technology, Shijiazhuang 050091)
  • Received:2009-10-19 Revised:2010-05-23 Published:2010-06-18

手性噁唑硼烷是不对称合成的重要催化剂, 它可以高产率、高立体选择性地催化酮、内消旋酰亚胺以及亚胺的不对称还原, 催化立体选择性Diels-Alder反应、不对称Mukaiyama缩合反应等重要有机化学反应. 概述了近十年来手性噁唑硼烷在不对称合成中的研究进展以及在合成VB12等多种天然及非天然活性化合物中的应用.

关键词: 手性噁唑硼烷, 不对称合成, 不对称还原, 不对称Diels-Alder反应, 不对称Mukaiyama缩合反应

Chiral oxazaborolidines are very important catalysts for asymmetric reduction of ketone, cyclic meso-imides and imines as well as Mukaiyama aldol reaction and enantioselective Diels-Alder addition with excellent yield and enantioselectivity. Progress on the study of chiral oxazaborolidines and their application in synthesizing natural or non-natural products and biological active compounds including VB12 are reviewed.

Key words: chiral oxazaborolidine, enantioselective synthesis, asymmetric reduction, asymmetric Diels-Alder reaction, asymmetric Mukaiyama aldol reaction