title: Enantioselective total synthesis of (+)-tricycloclavulone.
abstract: The first total synthesis of (+)-tricycloclavulone having a unique tricyclo[5,3,0,01,4]decane skeleton and six chiral centers was achieved in a highly stereoselective manner. It includes a catalytic enantioselective [2+2]-cycloaddition reaction using novel chiral copper catalyst, extremely effecting an intramolecular ester transfer reaction, and asymmetric reduction of the carbonyl group on the alpha-chain using Noyori's chiral ruthenium catalyst.
authors.affiliation: School of Life Science, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan. itohisa@ls.toyaku.ac.jp
authors.forename: Hisanaka
authors.initials: H
authors.lastname: Ito
authors.forename: Mineki
authors.initials: M
authors.lastname: Hasegawa
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Takenaka
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Kobayashi
authors.forename: Kazuo
authors.initials: K
authors.lastname: Iguchi
mesh_terms: D011453:Prostaglandins / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D011453:Prostaglandins; C463699:tricycloclavulone