title: Ligand-controlled gold-catalyzed cycloisomerization of 1,n-enyne esters toward synthesis of dihydronaphthalene.
abstract: We describe herein a gold-catalyzed rearrangement of propargyl esters followed by allene-ene cyclization to afford substituted bicyclic [4.4.0] dihydronaphthalene compounds. This method is also applied to vinylethers and vinylamines of 1,7-enyne esters to form dihydroquinoline and dihydrobenzopyran structures. The basis of this transformation is the ligand-controlled preferential activation of the alkene over the allene, affording the desired aromatic bicyclic structures in moderate to excellent yields.
authors.affiliation: C.Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.
authors.forename: Sravan K
authors.initials: SK
authors.lastname: Thummanapelli
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. xmshi@usf.edu.
authors.forename: Seyedmorteza
authors.initials: S
authors.lastname: Hosseyni
authors.affiliation: C.Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.
authors.forename: Yijin
authors.initials: Y
authors.lastname: Su
authors.affiliation: C.Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.
authors.forename: Novruz G
authors.initials: NG
authors.lastname: Akhmedov
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. xmshi@usf.edu.
authors.forename: Xiaodong
authors.initials: X
authors.lastname: Shi