title: Multi-component, regio-selective aldol addition of β-ketoesters to aldehydes: scope and applications.
abstract: Simple and effective multi-component one-pot aldol addition/protection reactions of β-ketoesters to a series of aldehydes in the presence Me(3)SiCl and i-Pr(2)EtN have been described. The analysis of the scope of the reaction revealed a dramatic dependence of the reactivity on the substrates used. Thus the effect of a catalytic amount of DMF and different reaction conditions was widely investigated. Further transformations of the aldol adducts were particularly useful to give valuable diols and compounds with quaternary stereocenters, while X-ray structural analysis gave also important stereochemical information about this challenging reaction.
authors: Dipartimento di Scienze Farmaceutiche, Università di Salerno, Via Ponte Don Melillo, 84084, Fisciano, (SA), Italy.
authors: Vijaykumar
authors: V
authors: More
authors: Antonia
authors: A
authors: Di Mola
authors: Gianluca
authors: G
authors: Croce
authors: Consiglia
authors: C
authors: Tedesco
authors: Carmen
authors: C
authors: Petronzi
authors: Antonella
authors: A
authors: Peduto
authors: Paolo
authors: P
authors: De Caprariis
authors: Rosanna
authors: R
authors: Filosa
authors: Antonio
authors: A
authors: Massa
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D004952:Esters