title: Base-catalyzed stereoselective vinylation of ketones with arylacetylenes: a new C(sp3)-C(sp2) bond-forming reaction.
abstract: Alkylaryl- and alkylheteroarylketones, including those with condensed aromatic moieties, are readily vinylated with arylacetylenes (KOH/DMSO, 100 degrees C, 1 h) to give regio- and stereoselectively the (E)-beta-gamma-ethylenic ketones ((E)-3-buten-1-ones) in 61-84% yields and with approximately 100% stereoselectivity. This vinylation represents a new C(sp(3))-C(sp(2)) bond-forming reaction of high synthetic potential.
authors.affiliation: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia. boris_trofimov@irioch.irk.ru
authors.forename: Boris A
authors.initials: BA
authors.lastname: Trofimov
authors.forename: Elena Yu
authors.initials: EY
authors.lastname: Schmidt
authors.forename: Igor' A
authors.initials: IA
authors.lastname: Ushakov
authors.forename: Nadezhda V
authors.initials: NV
authors.lastname: Zorina
authors.forename: Elena V
authors.initials: EV
authors.lastname: Skital'tseva
authors.forename: Nadezhda I
authors.initials: NI
authors.lastname: Protsuk
authors.forename: Al'bina I
authors.initials: AI
authors.lastname: Mikhaleva