title: Intramolecular iodoetherification of ene or diene ketals: facile synthesis of spiroketals.
abstract: A novel and rapid approach to chiral mono- or di-substituted spiroketals based on remote asymmetric induction by intramolecular iodoetherification of ene or diene ketals has been developed. This strategy concisely offers 5,5- and 5,6-spiroketals including the natural insect pheromone of the wasp.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, 565-0871, Japan. fujioka@phs.osaka-u.ac.jp
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Fujioka
authors.forename: Kenji
authors.initials: K
authors.lastname: Nakahara
authors.forename: Hideki
authors.initials: H
authors.lastname: Hirose
authors.forename: Kie
authors.initials: K
authors.lastname: Hirano
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Oki
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Kita
mesh_terms: D000818:Animals; D004987:Ethers / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry; D008958:Models, Molecular; D010675:Pheromones / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014863:Wasps / Q000737:chemistry*
chemical_list: D004987:Ethers; D005663:Furans; D010675:Pheromones; D013141:Spiro Compounds; C520774:spiroketal; D007455:Iodine