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Enantioselective Michael addition of ketones to maleimides catalyzed by bifunctional monosulfonyl DPEN salt.

Chemical communications (Cambridge, England) (2010-05-21)
Feng Yu, Xiaomin Sun, Zhichao Jin, Shigang Wen, Xinmiao Liang, Jinxing Ye
RÉSUMÉ

An unprecedented enantioselective Michael addition of various ketones to maleimides catalyzed by a simple bifunctional primary amine, monosulfonyl DPEN salt, is reported and provides the desired adducts in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 99%).

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Sigma-Aldrich
(1R,2R)-(+)-1,2-Diphenylethylenediamine, 97%
Sigma-Aldrich
N,N′-Diphenylethylenediamine, 98%