Direct Catalytic Asymmetric Mannich‐Type Reaction of α‐N3 Amide
Zhongdong Sun, Karin Weidner, Naoya Kumagai, Masakatsu Shibasaki
Abstract
Zhongdong Sun, Karin Weidner, Naoya Kumagai, Masakatsu Shibasaki
Abstract
An α-N3 7-azaindoline amide serves as a latent enolate to directly engage in an asymmetric Mannich-type reaction with N-thiophosphinoyl imines by the action of a cooperative catalyst. The thus-obtained highly enantioenriched anti-adduct was transformed into β-amino-α-azido acid in high yield by simple acidic treatment.
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An α-N3 7-azaindoline amide serves as a latent enolate to directly engage in an asymmetric Mannich-type reaction with N-thiophosphinoyl imines by the action of a cooperative catalyst. The thus-obtained highly enantioenriched anti-adduct was transformed into β-amino-α-azido acid in high yield by simple acidic treatment.
Key concepts: Amide, Mannich reaction, Catalysis, Adduct, Chemistry, Yield (engineering), Organic chemistry, Combinatorial chemistry