Polymer-immobilized pyrrolidine-based chiral ionic liquids as recyclable organocatalysts for asymmetric Michael additions to nitrostyrenes under solvent-free reaction conditions

被引：88

作者：

Li, Pinhua ^{[1
]}

Wang, Lei ^{[1
,2
]}

Wang, Min ^{[1
]}

Zhang, Yicheng ^{[1
]}

机构：

[1] Huibei Coal Teachers Coll, Dept Chem, Huaibei 235000, Anhui, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 07期

关键词：

immobilized chiral ionic liquids; asymmetric Michael additions; organocatalysis; nitrostyrenes; solvent-free reactions;

D O I：

10.1002/ejoc.200701037

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A polymer immobilized pyrrolidine-based chiral ionic liquid 5a was synthesized and was found to be a highly efficient catalyst for the Michael additions of ketones and aldehydes to nitrostyrenes, which afforded the corresponding adducts in good yields (up to 97%), excellent enantioselectivities (up to > 99 % ee) and high diastereoselectivities (up to > 99:1 dr) under solvent-free reaction conditions. In addition, the catalyst 5a could be reused at least eight times without a significant loss of its catalytic activity and stereoselectivity.

引用

页码：1157 / 1160

页数：4

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