title: Total synthesis of antimalarial diterpenoid (+)-kalihinol A.
abstract: Total synthesis of antimalarial diterpenoid (+)-kalihinol A, isolated from marine sponge Acanthella sp., is achieved. This total synthesis involves regioselective alkylation of an epoxide, construction of a tetrahydropyran ring by iodo-etherification, construction of a cis-decalin ring by intramolecular Diels-Alder reaction, isomerization of cis-decalin to trans-decalin, and subsequent functionalization of the trans-decalin ring.
authors.affiliation: School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan. miyaokah@toyaku.ac.jp
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Miyaoka
authors.forename: Yasunori
authors.initials: Y
authors.lastname: Abe
authors.forename: Nobuaki
authors.initials: N
authors.lastname: Sekiya
authors.forename: Hidemichi
authors.initials: H
authors.lastname: Mitome
authors.forename: Etsuko
authors.initials: E
authors.lastname: Kawashima
mesh_terms: D000962:Antimalarials / Q000138:chemical synthesis*; D004224:Diterpenes / Q000138:chemical synthesis*; D009281:Naphthalenes / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000962:Antimalarials; D004224:Diterpenes; D009281:Naphthalenes; C511155:kalihinol A; C007229:decalin