1227742-14-4Relevant articles and documents
Alkoxydienes via copper-promoted couplings: Utilizing an alkyne effect
Winternheimer, David J.,Merlic, Craig A.
supporting information; experimental part, p. 2508 - 2510 (2010/07/05)
Simple alkenes and alkynes, with 3-hexyne in particular, are found to be important π 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.