Enantioselective direct aldol reaction of α-keto esters catalyzed by (Sa)-binam-d-prolinamide under quasi solvent-free conditionsDedicated to the memory of Prof. Balbino Mancheño.Electronic supplementary information (ESI) available. See DOI: 10.1039/c2ob25224d

( S a )-Binam- d -prolinamide (20 mol%), instead of ( S a )-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 con...

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Bibliographic Details
Main Authors Viózquez, Santiago F, Bañón-Caballero, Abraham, Guillena, Gabriela, Nájera, Carmen, Gómez-Bengoa, Enrique
Format Journal Article
LanguageEnglish
Published 28.05.2012
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Summary:( S a )-Binam- d -prolinamide (20 mol%), instead of ( S a )-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. ( S a )-Binam- d -prolinamide/chloroacetic acid allows the enantioenriched synthesis of quaternary carbon containing molecules through a direct aldol reaction.
Bibliography:10.1039/c2ob25224d
Dedicated to the memory of Prof. Balbino Mancheño.
Electronic supplementary information (ESI) available. See DOI
ISSN:1477-0520
1477-0539
DOI:10.1039/c2ob25224d