Synthesis of polymeric chiral L-prolinol derivatives and its applications on the asymmetric Michael addition

被引：4

作者：

Huang, JX ^{[1
]}

Li, Y ^{[1
]}

Ren, J ^{[1
]}

Zhou, YY ^{[1
]}

Hou, JL ^{[1
]}

机构：

[1] Hubei Univ, Fac Chem & Mat Sci, Wuhan 430062, Peoples R China

来源：

REACTIVE & FUNCTIONAL POLYMERS | 2001年 / 49卷 / 02期

基金：

中国国家自然科学基金;

关键词：

polymer-supported L-prolinol derivatives; chiral auxiliary; asymmetric Michael addition; difference spectrum;

D O I：

10.1016/S1381-5148(01)00076-1

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

N-acylation Of L-prolinol (2) with enoyl chloride provided L-cinnamoylprolinol (3a) and L-crotonylprolinol (3b), respectively. The attachment of (3a) or (3b) to Merrifield resin and the utilization of such a system for asymmetric Michael additions of Grignard reagents to alpha, beta -unsaturated carbonyl compounds were studied. The stereoselectivities have been increased compared with those observed for the same reactions in solution. On the other hand, it has been proved by the FT-IR difference spectrum of the Merrifield resin and polymer-supported chiral auxiliary that L-prolinol derivatives have been coupled to the resin. (C) 2001 Elsevier Science B.V. All rights reserved.

引用

页码：173 / 178

页数：6

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