高等学校化学学报

高等学校化学学报 ›› 1996, Vol. 17 ›› Issue (1): 65.

• 论文 • 上一篇    下一篇

双手性氨基醇水杨醛Schiff碱铜络合物构型与环丙烷化反应立体选择性的关系

王敏, 胡秉方, W. Kraus   

  1. 北京农业大学应用化学系, 北京 100094
  • 收稿日期:1995-01-09 出版日期:1996-01-24 发布日期:1996-01-24
  • 通讯作者: 王敏,男,36岁,副教授.
  • 作者简介:王敏,男,36岁,副教授.
  • 基金资助:

    国家自然科学基金

The Relationshiop Between Bichiral Amino Alcohol(Salicylaldimino)Copper Complexes and Enantioselectivities of Cyclopropanation

WANG Min, NU Bing-Fang, W. Kraus   

  1. Department of Applied Chemistry, Beijing Agricultural University, Beijing 100094
  • Received:1995-01-09 Online:1996-01-24 Published:1996-01-24

PDF (PC)

被引次数

22

摘要： 利用去甲麻黄素及假去甲麻黄素为手性源,合成了3个水杨醛Schiff碱铜(Ⅱ)络合物,并将其应用于烯烃与重氮乙酸乙酯的环丙烷比反应,结果表明:此类铜(Ⅱ)络合物催化环丙烷反应可得到光学异构体过量的产物,络合物中与氮相连的碳原子构型对产物的构型起决定作用,与氧相连的碳原子构型不起决定作用,但对手性诱导能力产生较大的影响;两个手性碳原子构型相异时对手性诱导能力起促进作用,相同时起削弱作用。

关键词: 手性, 铜络合物, 环丙烷化反应

Abstract: The enantioselective cyclopropanation of olefins olefins and ethyl diazoacetate underbichral amino alcohol salicylaldimino-copper complexes was studied.The resuls show thatthe main effect on the enantioselectivity is the configuration of the carbon attached to nitro-gen atom,the R-(N-C)-configuration catalyst produces the excess of the 1R-cyclopropaneproduct and the S-(N-C)-configuration catalyst produces the excess of the 1S-cyclopropaneproduct.The configuration of the carbon attached to oxygen atom also has effect on theenantioselectivety of reaction, but this is not the major one.

Key words: Chirality, Copper(Ⅱ)complexes, Cyclopropanation

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