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. 2009 Aug 6;11(15):3310-3.
doi: 10.1021/ol9011458.

Diastereo- and enantioselective Aza-MBH-type reaction of nitroalkenes to N-tosylimines catalyzed by bifunctional organocatalysts

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Diastereo- and enantioselective Aza-MBH-type reaction of nitroalkenes to N-tosylimines catalyzed by bifunctional organocatalysts

Xiao Wang et al. Org Lett. .

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).

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