title: Total synthesis of (-)-crinipellin A.
abstract: The first total synthesis of (-)-crinipellin A is described. The tetraquinane core skeleton of crinipellin A was assembled through the tandem [2 + 3] cycloaddition reaction of an allenyl diazo substrate containing a cyclopentane ring in a single operation. The absolute stereochemistry was confirmed through the total synthesis.
authors.affiliation: Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST) , Daejeon, 305-701, Korea.
authors.forename: Taek
authors.initials: T
authors.lastname: Kang
authors.forename: Seog Boem
authors.initials: SB
authors.lastname: Song
authors.forename: Won-Yeob
authors.initials: WY
authors.lastname: Kim
authors.forename: Byung Gyu
authors.initials: BG
authors.lastname: Kim
authors.forename: Hee-Yoon
authors.initials: HY
authors.lastname: Lee
mesh_terms: D001391:Azo Compounds / Q000737:chemistry; D061565:Cycloaddition Reaction; D003517:Cyclopentanes / Q000737:chemistry*; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D001391:Azo Compounds; D003517:Cyclopentanes; D004224:Diterpenes; C522820:trimethylenemethane; D008697:Methane