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  • Title: Scandium-bipyridine-catalyzed enantioselective aminolysis of meso-epoxides.
    Author: Mai E, Schneider C.
    Journal: Chemistry; 2007; 13(9):2729-41. PubMed ID: 17163566.
    Abstract:
    The scandium-bipyridine-catalyzed enantioselective addition of anilines and O-alkyl hydroxylamines to meso-epoxides has been optimized and extended to a broad range of epoxides and amines. Whereas aromatic meso-epoxides generally furnished the corresponding 1,2-amino alcohols in excellent enantioselectivities, aliphatic meso-epoxides only gave rise to moderate enantioselectivities in the aminolysis. The catalyst loading may be lowered to just 5 mol% with only marginal effects on yield and enantioselectivity. A strong positive nonlinear effect has been observed, pointing to aggregation phenomena of the catalyst.
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