A highly efficient asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt†,10.1039/C0OB00154F

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A highly efficient asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt†

Feng Yu,Zhichao Jin,Huicai Huang,Tingting Ye,Xinmiao Liang,Jinxing Ye

Organic & Biomolecular Chemistry Pub Date : 08/23/2010 00:00:00 , DOI:10.1039/C0OB00154F

Abstract

The first highly efficient Michael addition of challenging α,α-disubstituted aldehydes to maleimides catalyzed by a simple bifunctional primary amine thiourea catalyst/benzoic acid system has been successfully developed to generate quaternary carbon centers in high yields (up to 99%) with excellent enantioselectivities (91–99%).