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  • Title: Highly diastereoselective asymmetric Mannich reactions of 1,3-dicarbonyls with acyl imines.
    Author: Ting A, Lou S, Schaus SE.
    Journal: Org Lett; 2006 May 11; 8(10):2003-6. PubMed ID: 16671767.
    Abstract:
    [reaction: see text] The cinchona alkaloids catalyze direct asymmetric Mannich reactions of cyclic 1,3-dicarbonyl compounds with acyl imines to afford alpha-quaternary carbon-bearing reaction products in yields of up to 98%, a diastereomeric excess of 90% or greater, and enantioselectivities up to 99% ee. A model is proposed that accounts for both the observed diastereoselectivities and the enantioselectivities for the reactions.
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