title: Palladium-Catalyzed α-Arylation of Cyclic Vinylogous Esters for the Synthesis of γ-Arylcyclohexenones and Total Synthesis of Aromatic Podocarpane Diterpenoids.
abstract: Described is a method for the formal γ-arylation of cyclohexenones allowing synthesis of a remote all-carbon quaternary center. The process involves the palladium-catalyzed α-arylation of a α-substituted cyclic vinylogous ester followed by the Stork-Danheiser transposition. The synthetic utility of this protocol is featured in the total syntheses of (±)-12-hydroxy-13-methylpodocarpa-8,11,13-trien-3-one, (±)-3β,12-dihydroxy-13-methylpodocarpane-8,11,13-triene, and (±)-O-methyl nimbinone.
authors.affiliation: Department of Applied Chemistry, National Chiao Tung University , 1001 University Road, Hsinchu 30010, Taiwan.
authors.forename: Wen-Yi
authors.initials: WY
authors.lastname: Hou
authors.affiliation: Department of Applied Chemistry, National Chiao Tung University , 1001 University Road, Hsinchu 30010, Taiwan.
authors.forename: Yen-Ku
authors.identifier: 0000-0002-9269-7444
authors.initials: YK
authors.lastname: Wu