Basic chiral ionic liquids: A novel strategy for acid-free organocatalysis

被引：25

作者：

Vasiloiu, Maria ^{[1
]}

Rainer, Daniel ^{[1
]}

Gaertner, Peter ^{[1
]}

Reichel, Christian ^{[2
]}

Schroeder, Christian ^{[3
]}

Bica, Katharina ^{[1
]}

机构：

[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

[2] Seibersdorf Labor GmbH, A-2444 Seibersdorf, Austria

[3] Univ Vienna, Inst Computat Biol Chem, A-1090 Vienna, Austria

来源：

CATALYSIS TODAY | 2013年 / 200卷

关键词：

Ionic liquids; Organocatalysis; Chirality; Aldol reaction; Asymmetric synthesis; ASYMMETRIC MICHAEL ADDITION; HIGHLY EFFICIENT; ALDOL REACTIONS; ALDEHYDES; PROLINE; CATALYSIS; DIAMINES;

D O I：

10.1016/j.cattod.2012.07.002

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We present design, synthesis and application of basic chiral ionic liquids based on commercially available (S)-proline. This new set of chiral ionic liquids was specifically designed to replace trifluoroacetic acid in enamine-based organocatalysis for asymmetric C-C bond formation. Based on their permanent charge, these chiral ionic liquids could be applied as organocatalysts in asymmetric aldol reaction of 4-nitrobenzaldehyde and acetone, and good yields and selectivities up to 80%ee could be obtained without additional acid. (C) 2012 Elsevier B.V. All rights reserved.

引用

页码：80 / 86

页数：7

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