title: Palladium-catalyzed medium-ring formation for construction of the core structure of laurencia oxacycles: synthetic study of laurendecumallene B.
abstract: Palladium-catalyzed medium-ring formation from a cyclic propargyl carbonate via a ring-opening and -closing cascade proceeded at the central carbon atom of the propargyl unit to provide a tetrahydro-2H-oxocine derivative bearing the core structure of laurencia oxacycle. The synthetic application of this reaction to a possible laurendecumallene B precursor is also presented.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University , Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Yuji
authors.initials: Y
authors.lastname: Yoshimitsu
authors.forename: Shinsuke
authors.initials: S
authors.lastname: Inuki
authors.forename: Shinya
authors.initials: S
authors.lastname: Oishi
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Fujii
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Ohno
mesh_terms: D054378:Acetogenins / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006842:Hydrocarbons, Brominated / Q000138:chemical synthesis* / Q000737:chemistry; D044722:Laurencia / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D054378:Acetogenins; D006842:Hydrocarbons, Brominated; C524237:laurendecumallene B; D010165:Palladium