title: Ligand and substrate effects during Pd-catalyzed cyclizations of alkyne-tethered cyclohexadienones.
abstract: The effects of ligand and substrate choice on the Pd-catalyzed cyclization of alkyne-tethered cyclohexadienones were examined. In the presence of a chiral ligand, the enantioselectivity of the desymmetrization is remarkably sensitive to structural changes in both the ligand and the substrate. Additionally, the regioselectivity of the reaction (5- vs. 6-membered ring formation) is dependent on the proximity of heteroatoms to the alkyne.
authors.affiliation: Department of Chemistry, University of Minnesota, 207 Pleasant St SE, Minneapolis, MN 55455, USA.
authors.forename: Rodolfo
authors.initials: R
authors.lastname: Tello-Aburto
authors.forename: Kyle A
authors.initials: KA
authors.lastname: Kalstabakken
authors.forename: Andrew M
authors.initials: AM
authors.lastname: Harned
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D053138:Cyclohexenes / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D053138:Cyclohexenes; D008024:Ligands; D009942:Organometallic Compounds; C507608:cyclohexadienone; D010165:Palladium