title: D-Glucosamine in a chimeric prolinamide organocatalyst for direct asymmetric aldol addition.
abstract: O-TBDPS D-glucosamine coupled with l-proline is reported to act as an efficient organocatalyst in the accomplishment of direct aldol reactions. Excellent results, in terms of chemical yields, as well as diastereomeric and enantiomeric ratios, are reported for the catalyzed additions of cyclohexanone and acetone to variously substituted benzaldehydes.
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Napoli, Italy.
authors.forename: Mauro
authors.initials: M
authors.lastname: De Nisco
authors.forename: Silvana
authors.initials: S
authors.lastname: Pedatella
authors.forename: Semiha
authors.initials: S
authors.lastname: Bektaş
authors.forename: Ada
authors.initials: A
authors.lastname: Nucci
authors.forename: Romualdo
authors.initials: R
authors.lastname: Caputo
mesh_terms: D000096:Acetone / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry; D002236:Carbohydrate Conformation; D002384:Catalysis; D003512:Cyclohexanones / Q000737:chemistry; D005944:Glucosamine / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D001547:Benzaldehydes; D003512:Cyclohexanones; D000096:Acetone; C036468:cyclohexanone; C116609:3-hydroxybutanal; D011392:Proline; D005944:Glucosamine; C056291:prolinamide