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  • Title: Catalytic asymmetric desymmetrization of meso-diamide derivatives through enantioselective N-allylation with a chiral pi-allyl Pd catalyst: improvement and reversal of the enantioselectivity.
    Author: Kitagawa O, Matsuo S, Yotsumoto K, Taguchi T.
    Journal: J Org Chem; 2006 Mar 17; 71(6):2524-7. PubMed ID: 16526810.
    Abstract:
    In the presence of the Trost ligands-Pd catalysts, N-monoallylation of bis(2,4,6-triisopropylbenzne)sulfonylamides derived from meso-1,2-diamines proceeds with good to excellent enantioselectivity (85-96% ee) to give asymmetric desymmetrization products. Under the same conditions, in the reaction with meso-bistolunesulfonylamide derivatives, reversal of the enantioselectivity is observed.
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