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  • Title: Asymmetric Mannich reactions with in situ generation of carbamate-protected imines by an organic catalyst.
    Author: Song J, Shih HW, Deng L.
    Journal: Org Lett; 2007 Feb 15; 9(4):603-6. PubMed ID: 17256945.
    Abstract:
    The instability of carbamate-protected alkyl imines has greatly hampered the development of catalytic asymmetric Mannich reactions suitable for the synthesis of optically active carbamate-protected chiral alkyl amines. A highly enantioselective Mannich reaction with in situ generation of carbamate-protected imines from stable alpha-amido sulfones catalyzed by an organic catalyst was developed. This reaction provides a concise and highly enantioselective route converting aromatic and aliphatic aldehydes into optically active aryl and alkyl beta-amino acids. [reaction: see text].
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