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.
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