北京大学学报(自然科学版)

硼烷体系中(S)-吲哚醇或(S)-吲哚酸催化的前手性酮的不对称还原

孙国斌,裴伟伟,武永庆,霍骏,叶伟平   

  1. 北京大学化学与分子工程学院,北京,100871
  • 收稿日期:2002-02-01 出版日期:2002-11-20 发布日期:2002-11-20

Enantioselective Borane Reduction of Prochiral Ketones Catalyzed by (S)-(indolin-2-yl) methanol or (S)-indoline-2-carboxylic Acid

SUN Guobin,PEI Weiwei,WU Yongqing,HUO Jun,YE Weiping   

  1. College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871
  • Received:2002-02-01 Online:2002-11-20 Published:2002-11-20

摘要: 直接应用非修饰的简单氨基醇和氨基酸((S)-吲哚醇或(S)-吲哚酸)在硼烷体系中催化前手性酮进行不对称还原。通过反应条件的优化,大大增强了手性催化剂的催化能力,产物手性二级醇的e.e.值可以达到82%~82%,与文献报道的结果相比有了很大的提高。

关键词: 不对称硼烷还原, (S)-吲哚醇, (S)-吲哚酸,

Abstract: An enantioselective borane reduction of prochiral ketones directly catalyzed by (S)-(indolin-2-yl)methanol or (S)-indoline-2-carboxylic acid was examined and the resultant chiral secondary alcohols with 82%~87% enantiomeric excess were obtained.

Key words: asymmetric borane reduction, (S)-(indolin-2-yl)methanol, (S)-ind oline-2-carboxylic acid, ketones

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