title: Alkoxydienes via copper-promoted couplings: utilizing an alkyne effect.
abstract: Simple alkenes and alkynes, with 3-hexyne in particular, are found to be important pi ligands for oxidative copper-based coupling (modern Ullmann) reactions. This enabled syntheses of various alkoxydienes with removable protecting groups that are valuable substrates for Diels-Alder reactions from alcohols and vinyl boronate esters. In addition to demonstrating that 3-hexyne is a ligand for copper in both stoichiometric and catalytic reactions, the reaction atmosphere was found to play a critical role.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, USA.
authors.forename: David J
authors.initials: DJ
authors.lastname: Winternheimer
authors.forename: Craig A
authors.initials: CA
authors.lastname: Merlic