Ionic-liquid-supported organocatalyst for the enantioselective Michael addition of ketones to nitroolefins

Ionic-liquid-supported triazole-pyrrolidine 2, for the direct asymmetric Michael reaction was successfully synthesized. The supported catalyst demonstrated good activity and high enantioselectivity in the addition of cyclohexanone to nitroolefins. Furthermore, the supported catalyst can be readily recovered and reused four times without significant loss of catalytic activity.

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(S)-1-Methyl-3-(4-(1-(pyrrolidin-2-ylmethyl)-1,2,3-triazol-4-yl)benzyl)-imidazolium tetrafluoroborateC18H23BF4N6[α]D20=+6 (c 1.0, H2O)Source of chirality: l-prolineAbsolute configuration: (S)