title: Diastereoselective synthesis of 2-aryl-3-vinyl-2,3-dihydrobenzo[b]furans through a Sakurai reaction: a mechanistic proposal.
abstract: The condensation of 2,3-dihydrobenzoxasilepins with aromatic aldehydes in the presence of boron trifluoride to form 2,3-dihydrobenzofurans shows a level of diastereoselection which is a function of the electronic nature of the aldehyde and the polarity of the solvent. The study of the mechanism of the reaction demonstrated that it proceeds through a ring-opened allylfluorosilane, which is stable enough to be isolated and characterized.
authors.affiliation: Dpt. Química Orgánica, Universidad de Almería, 04120 Almería, Spain.
authors.forename: Leticia
authors.initials: L
authors.lastname: Jiménez-González
authors.forename: Sergio
authors.initials: S
authors.lastname: García-Muñoz
authors.forename: Miriam
authors.initials: M
authors.lastname: Alvarez-Corral
authors.forename: Manuel
authors.initials: M
authors.lastname: Muñoz-Dorado
authors.forename: Ignacio
authors.initials: I
authors.lastname: Rodríguez-García