title: Palladium-catalyzed alkylation of vinyl oxiranes with substituted allenes. Direct access to bifunctionalized allylic alcohols.
abstract: The first palladium-catalyzed alkylation of vinyl oxiranes with substituted allenes to form functionalized allylic alcohols is described. The reaction of activated allenes 5 with vinyl oxiranes 1 in the presence of catalytic amounts of Pd(PPh(3))(4) (10 mol %) and 1,3-bis(diphenylphosphino)propane (dppp) (20 mol %) in THF at 60 degrees C gave the corresponding allylic alcohols 6 in good to excellent yields. The allylic alcohols were obtained in different ratios of trans/ cis isomers.
authors.affiliation: Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario K1N 6N5, Canada.
authors.forename: Perli
authors.initials: P
authors.lastname: Nanayakkara
authors.forename: Howard
authors.initials: H
authors.lastname: Alper