Functionalized chiral ionic liquids as highly efficient asymmetric organocatalysts for Michael addition to nitroolefins

被引：461
作者：
Luo, Sanzhong [1 ]
Mi, Xueling
Zhang, Long
Liu, Song
Xu, Hui
Cheng, Jin-Pei
机构：
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China
[3] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 19期
关键词：
asymmetric catalysis; ionic liquids; Michael addition; nitroalkenes; organocatalysis;
D O I：
10.1002/anie.200600048
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Catalytic combination: By combining the advantages of organocatalysts and ionic liquids, a functionalized chiral ionic liquid such as 1 can act as a highly efficient and reusable organocatalyst for the asymmetric Michael addition reaction of ketones and aldehydes with nitroalkenes. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：3093 / 3097
页数：5
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共 80 条
[31]   Bronsted acidic ionic liquids: the dependence on water of the Fischer esterification of acetic acid and ethanol [J].
Forbes, DC ;
Weaver, KJ .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 214 (01) :129-132
[32]   Esterification of aliphatic acids with olefin promoted by Bronsted acidic ionic liquids [J].
Gu, YL ;
Shi, F ;
Deng, YQ .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 212 (1-2) :71-75
[33]   SO3H-functionalized ionic liquid as efficient, green and reusable acidic catalyst system for oligomerization of olefins [J].
Gu, YL ;
Shi, F ;
Deng, YQ .
CATALYSIS COMMUNICATIONS, 2003, 4 (11) :597-601
[34]   Selective alkylation of phenol with tert-butyl alcohol catalyzed by Bronsted acidic imidazolium salts [J].
Gui, JZ ;
Ban, HY ;
Cong, XH ;
Zhang, XT ;
Hu, ZD ;
Sun, ZL .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 225 (01) :27-31
[35]   A novel task-specific ionic liquid for Beckmann rearrangement: a simple and effective way for product separation [J].
Gui, JZ ;
Deng, YQ ;
Hu, ZD ;
Sun, ZL .
TETRAHEDRON LETTERS, 2004, 45 (12) :2681-2683
[36]   Asymmetric direct aldol reaction catalyzed by an L-prolinamide derivative: considerable improvement of the catalytic efficiency in the ionic liquid [J].
Guo, HM ;
Cun, LF ;
Gong, LZ ;
Mi, AQ ;
Jiang, YZ .
CHEMICAL COMMUNICATIONS, 2005, (11) :1450-1452
[37]   Organic chemistry in ionic liquids using non-thermal energy-transfer processes [J].
Habermann, J ;
Ponzi, S ;
Ley, SV .
MINI-REVIEWS IN ORGANIC CHEMISTRY, 2005, 2 (02) :125-137
[38]   Highly enantio- and diastereoselective organocatalytic asymmetric domino Michael-Aldol reaction of β-ketoesters and α,β-unsaturated ketones [J].
Halland, N ;
Aburel, PS ;
Jorgensen, KA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (10) :1272-1277
[39]   Room temperature ionic liquids: Different classes and physical properties [J].
Handy, ST .
CURRENT ORGANIC CHEMISTRY, 2005, 9 (10) :959-988
[40]   Greener solvents: Room temperature ionic liquids from biorenewable sources [J].
Handy, ST .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (13) :2938-2944
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