title: Ligand-controlled access to [4 + 2] and [4 + 3] cycloadditions in gold-catalyzed reactions of allene-dienes.
abstract: By adjustment of the electronic properties of the ancilliary ligands, high selectivity can be achieved for either [4 + 2] or [4 + 3] cycloaddition reactions of allene-dienes catalyzed by gold(I). Triarylphosphitegold(I) complexes are employed as catalysts for a [4 + 2] cycloaddition reaction leading to alkylidenecyclohexenes. Conversely, di-tert-butylbiphenylphosphinegold(I)-catalyzed reactions afford cycloheptadienes via [4 + 3] cycloaddition reactions.
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720, USA.
authors.forename: Pablo
authors.initials: P
authors.lastname: Mauleón
authors.forename: Rachel M
authors.initials: RM
authors.lastname: Zeldin
authors.forename: Ana Z
authors.initials: AZ
authors.lastname: González
authors.forename: F Dean
authors.initials: FD
authors.lastname: Toste
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D055598:Chemical Phenomena; D003508:Cycloheptanes / Q000138:chemical synthesis*; D053138:Cyclohexenes / Q000138:chemical synthesis*; D006046:Gold / Q000737:chemistry*; D008024:Ligands
chemical_list: D000466:Alkadienes; D000475:Alkenes; D003508:Cycloheptanes; D053138:Cyclohexenes; D008024:Ligands; D006046:Gold