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  • Title: Synthesis of chiral lactams via asymmetric hydrogenation of α,β-unsaturated nitriles.
    Author: Kong D, Li M, Zi G, Hou G.
    Journal: Org Biomol Chem; 2016 Apr 26; 14(17):4046-53. PubMed ID: 27056402.
    Abstract:
    A highly efficient Rh-catalyzed enantioselective hydrogenation of α,β-unsaturated nitriles containing ester/amide groups has been developed. Under mild conditions, with a complex of rhodium and (S,S)-f-spiroPhos as the catalyst, a variety of α,β-unsaturated nitriles bearing an ester or amide group were successfully hydrogenated to the corresponding chiral nitriles with excellent enantioselectivities (up to 99.7% ee) and high turnover numbers (TON = 10 000). Furthermore, this catalyst system was also successfully applied to the synthesis of important chiral pharmacophore fragments, lactams, Paroxetine and amino acids.
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