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  • Title: Enantioselective organocatalytic reductive amination.
    Author: Storer RI, Carrera DE, Ni Y, MacMillan DW.
    Journal: J Am Chem Soc; 2006 Jan 11; 128(1):84-6. PubMed ID: 16390133.
    Abstract:
    The first enantioselective organocatalytic reductive amination reaction has been accomplished. The development of a new chiral phosphoric acid catalyst has provided a convenient strategy for the enantioselective construction of protected primary amines and provided a highly stereoselective method for the reductive amination of heterocyclic amines. A diverse spectrum of ketone and amine substrates can be accommodated in high yield and excellent enantioselectivity. This new protocol realizes a key benefit of reductive amination versus imine reduction, in that ketimines derived from alkyl-alkyl ketones are unstable to isolation, a fundamental limitation that is comprehensively bypassed using this direct organocatalytic reductive amination.
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