title: Zirconium-mediated cross-coupling of terminal alkynes and vinyl bromides: selective synthesis of cyclobutene and 1,3-diene derivatives.
abstract: A diastereoselective synthesis of 1,3-butadiene or cyclobutene derivatives by a zirconium-mediated reaction of alkenyllithium compounds and vinyl bromides is reported. The key steps involve the generation of zirconocene-alkyne complexes from haloalkenes and subsequent coupling with alkenyl bromides. Thus, formally the process supposes the cross-coupling reaction between a terminal alkyne and an alkenyl bromide. Moreover, the use of butyl vinyl ether instead of vinyl bromide as the unsaturated system allows an alternative access to different 1,3-butadiene regioisomers.
authors.affiliation: Instituto Universitario de Química Organometálica Enrique Moles, Unidad Asociada al CSIC, Universidad de Oviedo, Julián Clavería 8, 33006 Oviedo, Spain. barluenga@sauron.quimica.uniovi.es
authors.forename: José
authors.initials: J
authors.lastname: Barluenga
authors.forename: Félix
authors.initials: F
authors.lastname: Rodríguez
authors.forename: Lucía
authors.initials: L
authors.lastname: Alvarez-Rodrigo
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Fañanás