title: Palladium-catalyzed Heck reaction on 1-alkoxy-1,3-dienes: a regioselective gamma-arylation of alpha,beta-unsaturated carbonyl compounds.
abstract: [reaction: see text] alpha,beta-Unsaturated acetals afford, in the presence of the LIC-KOR superbase, 1-alkoxybuta-1,3-dienes. These substrates cross couple with aryl derivatives in the presence of Pd catalyst (Heck conditions) in a regio- and stereoselective mode. With dialkyl acetals, the reaction affords arylated dienes; on the other hand, in the case of 1,3-dioxane derivatives, the final outcome of the process formally corresponds to the direct gamma-arylation reaction of the starting alpha,beta-unsaturated material.
authors.affiliation: Dipartimento di Chimica Generale ed Organica Applicata dell'Università, Corso Massimo D'Azeglio, 48, I 10125 Torino, Italy.
authors.forename: Annamaria
authors.initials: A
authors.lastname: Deagostino
authors.forename: Cristina
authors.initials: C
authors.lastname: Prandi
authors.forename: Paolo
authors.initials: P
authors.lastname: Venturello