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Issue 20, 2012
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Enantioselective direct aldol reaction of α-keto esters catalyzed by (Sa)-binam-D-prolinamide under quasi solvent-free conditions

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Abstract

(Sa)-Binam-D-prolinamide (20 mol%), instead of (Sa)-binam-L-prolinamide, in combination with chloroacetic acid (100 mol%) is an efficient organocatalyst for the direct aldol reaction between α-keto esters as electrophiles and alkyl and α-functionalised ketones, under quasi solvent-free conditions, providing access to highly functionalised chiral quaternary γ-keto α-hydroxyesters with up to 92% ee.

Graphical abstract: Enantioselective direct aldol reaction of α-keto esters catalyzed by (Sa)-binam-d-prolinamide under quasi solvent-free conditions

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Publication details

The article was received on 31 Jan 2012, accepted on 22 Mar 2012 and first published on 23 Mar 2012


Article type: Paper
DOI: 10.1039/C2OB25224D
Citation: Org. Biomol. Chem., 2012,10, 4029-4035
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    Enantioselective direct aldol reaction of α-keto esters catalyzed by (Sa)-binam-D-prolinamide under quasi solvent-free conditions

    S. F. Viózquez, A. Bañón-Caballero, G. Guillena, C. Nájera and E. Gómez-Bengoa, Org. Biomol. Chem., 2012, 10, 4029
    DOI: 10.1039/C2OB25224D

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