Diastereo- and Enantioselective Aza-MBH-Type Reaction of Nitroalkenes to <i>N</i>-Tosylimines Catalyzed by Bifunctional Organocatalysts

Abstract

The first example of diastereo- and enantioselective aza-MBH-type reaction was accomplished by the asymmetric synthesis of beta-nitro-gamma-enamines via a (1R,2R)-diaminocyclohexane thiourea derivative mediated tandem Michael addition and aza-Henry reaction in good yields (up to 95%) and high enantioselectivities (up to 91% ee) and diastereoselectivities (up to 1:99 dr).