Literature DB >> 22514086

Enantioselective direct aldol reaction of α-keto esters catalyzed by (S(a))-binam-D-prolinamide under quasi solvent-free conditions.

Santiago F Viózquez1, Abraham Bañón-Caballero, Gabriela Guillena, Carmen Nájera, Enrique Gómez-Bengoa.   

Abstract

(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.

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Year:  2012        PMID: 22514086     DOI: 10.1039/c2ob25224d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  Dynamic kinetic asymmetric transformations of β-stereogenic α-ketoesters by direct aldolization.

Authors:  Michael T Corbett; Jeffrey S Johnson
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-12       Impact factor: 15.336

2.  Enantioselective solvent-free synthesis of 3-alkyl-3-hydroxy-2-oxoindoles catalyzed by binam-prolinamides.

Authors:  Abraham Bañn-Caballero; Jesús Flores-Ferrándiz; Gabriela Guillena; Carmen Nájera
Journal:  Molecules       Date:  2015-07-16       Impact factor: 4.411

  2 in total

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