title: Regiochemistry of copper(I)-mediated cyclization reactions of halo-dienamides.
abstract: Reaction of 2-substituted dienamides with catalytic amounts of copper halide/tripyridylamine (TPA) furnishes either 5-exo or 6-endo products with the outcome dependent upon the radical initiating unit. Reaction of 3-substituted dienamides produces beta-lactams via a 4-exo cyclization with termination of the reaction occurring via either halogen atom transfer, trapping with oxygen, elimination, or radical-radical coupling depending upon the diene.
authors.affiliation: Department of Chemistry, University of Warwick, Coventry, West Midlands, U.K. msrir@csv.warwick.ac.uk
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Clark
authors.forename: Joanna V
authors.initials: JV
authors.lastname: Geden
authors.forename: Stephen
authors.initials: S
authors.lastname: Thom
authors.forename: Paul
authors.initials: P
authors.lastname: Wilson
mesh_terms: D000577:Amides / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D003500:Cyclization
chemical_list: D000577:Amides; D003300:Copper