title: Total synthesis of (+/-)-syn-copalol.
abstract: The labdane diterpene derivative, syn-copalol [(+)-5] is the alcohol part of syn-copalyl diphosphate [(+)-4]. In this paper, racemic (+/-)-5 was synthesized from a known racemic lactone in 8 steps. The current and our previous syntheses provide all four copalol derivatives [(+)-3, (-)-3 and (+/-)-5] which are required for the biosynthetic study of polycyclic diterpenes.
authors.affiliation: Department of Bioresource Science, College of Agriculture, Ibaraki University, Ami-machi, Inashiki-gun, Ibaraki 300-0393, Japan. toshima@ipc.ibaraki.ac.jp
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Toshima
authors.forename: Hideaki
authors.initials: H
authors.lastname: Oikawa
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Yada
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Ono
authors.forename: Tomonobu
authors.initials: T
authors.lastname: Toyomasu
authors.forename: Takeshi
authors.initials: T
authors.lastname: Sassa
mesh_terms: D002384:Catalysis; D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D007783:Lactones / Q000737:chemistry; D010755:Organophosphates / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; D007783:Lactones; D010755:Organophosphates; C408747:copalyl diphosphate; C433017:labdane; C475224:copalol