Asymmetric Michael Additions Catalysed by Functionalised Quaternary Alkylammonium Ionic Liquids

Author:

Wang Ge12,Sun Huichao1,Cao Xiaohui1,Li Yang1,Chen Ligong1

Affiliation:

1. School of Chemical Engineering and Technology, Tianjin University, Tianjin, 300072, P. R. China

2. National Pesticide Engineering Research Center (Tianjin), Nankai University, Tianjin 300071, P. R. China

Abstract

Some functionalised quaternary alkylammonium ionic liquids were synthesised and examined as organocatalysts for asymmetric Michael additions of aldehydes and ketones to nitroolefins. All of them exhibited excellent enantioselectivities (>99% ee) and diastereoselectivities (> 99/1 d/r). One of the catalysts ( S)- N,N-dimethyl- N-pyrrolidin-2-ylmethyl)-2-methylpropan-1-aminium bromide could be recovered for reuse with similar results, and triethylamine was found to be an effective additive to enhance its catalytic activity.

Publisher

SAGE Publications

Subject

General Chemistry

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