title: Palladium-catalyzed [3 + 2] intramolecular cycloaddition of alk-5-enylidenecyclopropanes.
abstract: Readily accessible alk-5-enylidenecyclopropanes undergo [3 + 2] intramolecular cycloaddition reactions upon treatment with appropriate palladium complexes. The method allows the rapid and efficient assembly of a variety of bicyclo[3.3.0]octane systems with up to three stereocenters. Preliminary theoretical calculations uncovered previously unsuspected mechanistic possibilities based on either a concerted pallada-ene-like rearrangement or a stepwise process involving zwitterionic intermediates.
authors.affiliation: Departamento de Química Orgánica y Unidad Asociada al CSIC, Universidad de Santiago de Compostela, Spain.
authors.forename: Moisés
authors.initials: M
authors.lastname: Gulías
authors.forename: Rebeca
authors.initials: R
authors.lastname: García
authors.forename: Alejandro
authors.initials: A
authors.lastname: Delgado
authors.forename: Luis
authors.initials: L
authors.lastname: Castedo
authors.forename: José L
authors.initials: JL
authors.lastname: Mascareñas