title: Enantioselective direct aldol reaction of α-keto esters catalyzed by (S(a))-binam-D-prolinamide under quasi solvent-free conditions.
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.
authors.affiliation: Dpto. Química Orgánica and Instituto de Síntesis Orgánica, Universidad de Alicante, Apdo. 99, E-03080 Alicante, Spain.
authors.forename: Santiago F
authors.initials: SF
authors.lastname: Viózquez
authors.forename: Abraham
authors.initials: A
authors.lastname: Bañón-Caballero
authors.forename: Gabriela
authors.initials: G
authors.lastname: Guillena
authors.forename: Carmen
authors.initials: C
authors.lastname: Nájera
authors.forename: Enrique
authors.initials: E
authors.lastname: Gómez-Bengoa
mesh_terms: D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C574255:(S(a))-binam-D-prolinamide; D004952:Esters; D007659:Ketones; D012997:Solvents; D011392:Proline