title: Diastereoselective allylation of aldehydes with an enantiopure 2-sulfinylallyl halide under environmentally friendly Barbier-type conditions
abstract: [reaction: see text] A simple, efficient, and diastereoselective zinc-promoted allylation of aldehydes with enantiopure (Ss)-3-chloro-2-(p-tolylsulfinyl)-1-propene [(Ss)-1] under aqueous Barbier conditions is described. The observed diastereoselectivity can be explained via an acyclic antiperiplanar transition state model.
authors.affiliation: Facultat de Farmacia, Unitat de Quimica Farmaceutica, Universitat de Barcelona, Spain.
authors.initials: F
authors.lastname: Marquez
authors.initials: A
authors.lastname: Llebaria
authors.initials: A
authors.lastname: Delgado