title: Enantioselective Total Synthesis of RQN-18690A (18-Deoxyherboxidiene).
abstract: The first total synthesis of RQN-18690A (18-deoxyherboxidiene) and the determination of its absolute stereochemical configuration are described. The synthesis features an organocatalytic aldol reaction for the first step, 1,4- and 1,2- dual reductions of α,β-unsaturated δ-lactone followed by a domino reaction in a one-pot operation, and diastereoselective epoxidation with kinetic resolution.
authors.affiliation: Graduate School of Pharmaceutical Sciences, University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.|Discovery Research Laboratories, Eisai Co., Ltd., 5-1-3 Tokodai, Tsukuba, Ibaraki 300-2635, Japan.
authors.forename: Yasunobu
authors.initials: Y
authors.lastname: Matsumoto
authors.affiliation: Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science , Kagurazaka Shinjuku-ku, Tokyo 162-8601, Japan.
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Hibino
authors.affiliation: Graduate School of Pharmaceutical Sciences, University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.|Discovery Research Laboratories, Eisai Co., Ltd., 5-1-3 Tokodai, Tsukuba, Ibaraki 300-2635, Japan.
authors.forename: Masahiro
authors.initials: M
authors.lastname: Yonaga
authors.affiliation: Department of System Chemotherapy and Molecular Sciences, Division of Bioinformatics and Chemical Genomics, Graduate School of Pharmaceutical Sciences, Kyoto University , Sakyo-ku, Kyoto 606-8501, Japan.|Chemical Biology Research Group, RIKEN Center for Sustainable Resource Science, Wako, Saitama 351-0198, Japan.
authors.forename: Hideaki
authors.initials: H
authors.lastname: Kakeya
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University , 6-3 Aramaki-Aza Aoba, Aoba-ku, Sendai 980-8578, Japan.
authors.forename: Yujiro
authors.initials: Y
authors.lastname: Hayashi