氮杂醇手性配体在锌催化的不对称Henry反应中的应用

doi:10.3724/SP.J.1095.2013.30080

摘要/Abstract

摘要： 以(S)-苯乙胺和丙烯酸甲酯为原料,方便地合成了一对非对映的氮杂醇手性配体,研究了它们在锌催化的不对称的Henry反应中不对称催化效果,β-硝醇的加成产物达到中等的催化效果(高达64%的ee值)。同时探讨了可能的催化机理。

Abstract: A pair of diastereoisomeric aziridino alcohols which could be readily prepared from the reaction between (S)-α-methylbenzyl amine and methyl acrylate has been used as chiral ligands in zinc-catalyzed enantioselective Henry reaction between nitromethane and arylaldehydes. A moderate enantioselectivity of β-nitroalcohol, up to 64% ee value, could be achieved in this catalytic reaction. The possible transition states of the reaction were proposed.

Key words: Henry reaction, zinc catalyst, aziridino alcohol ligand

中图分类号:

O621

王晓娟, 李高伟, 王敏灿, 郭蕊, 刘澜涛, 赵文献. 氮杂醇手性配体在锌催化的不对称Henry反应中的应用[J]. 应用化学, DOI: 10.3724/SP.J.1095.2013.30080.

WANG Xiaojuan1, LI Gaowei1, WANG Mincan2*, GUO Rui2, LIU Lantao1, ZHAO Wenxian1*. Application of Aziridino Alcohols as Chiral Ligands in Zinc-catalyzed Enantioselective Henry Reaction[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2013.30080.

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