ASYMMETRIC DIELS-ALDER REACTION OF CYCLOPENTADIENE WITH METHACROLEIN USING POLYMER-SUPPORTED CHIRAL CATALYSTS

被引：32

作者：

ITSUNO, S

WATANABE, K

KOIZUMI, T

ITO, K

机构：

[1] Department of Materials Science, Toyohashi University of Technology, Toyohashi, 441, Tempaku-cho

来源：

REACTIVE POLYMERS | 1995年 / 24卷 / 03期

关键词：

ASYMMETRIC DIELS-ALDER REACTION; POLYMER-SUPPORTED CATALYST; CHIRAL AMINO ALCOHOL; CHIRAL DIOL; BROMOBORANE;

D O I：

10.1016/0923-1137(94)00087-L

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Polymer-supported chiral Lewis acids were prepared from bromoboranes and crosslinked polymers having chiral amino alcohol or diol moieties. These polymers were used as chiral catalysts for Diels-Alder reactions of cyclopentadiene with methacrolein to give optically active cycloadduct in high chemical yield with high exo selectivity. Optical yield up to 54% ee was obtained by the use of polymeric chiral catalyst derived from (S)-proline. The potential of this type of approach in asymmetric synthesis is discussed.

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收藏

页码：219 / 227

页数：9

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