C-2-Symmetric Recyclable Organocatalyst for Enantioselective Strecker Reaction for the Synthesis of alpha-Amino Acid and Chiral Diamine- an Intermediate for APN Inhibitor

[摘要]：Recyclable chiral amide-based organocatalyst 5 efficiently catalyzed asymmetric Strecker reaction of various aromatic and aliphatic N-benzhydrylimines with ethyl cyanoformate as cyanide source at -10 degrees C to give a high yield (95%) of alpha-aminonitriles with excellent chiral induction (ee, up to 99%) with the added advantage of recyclability. Based on experimental observations a probable mechanism was proposed for this reaction. This protocol with catalyst 5 was extended for the synthesis of (R)-phenylalanine and pharmaceutically important drug intermediate (R)-3-phenylpropane-1,2-diamine in high yield with high enantioselectivity.

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