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

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posted on 2009-08-06, 00:00 authored by Xiao Wang, Yong-Fei Chen, Liang-Feng Niu, Peng-Fei Xu
The first example of diastereo- and enantioselective aza-MBH-type reaction was accomplished by the asymmetric synthesis of β-nitro-γ-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).

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