化学学报 ›› 1991, Vol. 49 ›› Issue (5): 507-512. 上一篇    下一篇

研究论文

使用手性相转移催化剂的不对称烷基化反应

安晓霞;丁孟贤   

  1. 中国科学院长春应用化学研究所
  • 发布日期:1991-05-15

Asymmetric alkylation mediated by chiral phase-transfer catalysts

AN XIAOXIA;DING MENGXIAN   

  • Published:1991-05-15

本文报道了用七种手性相转移催化剂(其中三种未见文献报道)催化氯化苄或溴丁烷对α-异丙基对氯苯乙腈或α-异丙基苯乙腈的不对称烷基化反应。考察了反应时间、温度、催化剂浓度和溶剂的极性等因素对不对称反应的影响。不对称烷基化产物的最大e.e.值达41.5%, 由比旋光度和带手性柱的气相色谱法测得。

关键词: 氯化物, 化学反应, 异丙基, 异丙基, 烷基化, 溴代烃, 苄基, 相转移催化剂, 氯苯 P, 乙腈 P

Seven chiral phase-transfer catalysts, e.g., N-benzylquininium chloride and N-benzylcinchoninium chloride have been prepared and applied to the asym. alkylation of a-isopropylbenzyl cyanide and a-isopropyl-p-chlorobenzyl cyanide. The result showed that short reaction time, low temperature, high catalyst concentration and non-polar solvent would improve the optical yield. The influence of structure on the catalyst on the asym. reaction was preliminarily studied. The optical purity of the products was evaluated by gas chromatog. with a chiral column.

Key words: CHLORIDE, CHEMICAL REACTION, ISOPROPYL GROUP, ISOPROPYL GROUP, ALKYLATION, BROMOHYDROCARBON, BENZYL GROUP, PHASE TRANSFER CATALYST, CHLOROBENZENE P, ACETONITRILE P

中图分类号: