title: First total synthesis of (+)-epogymnolactam, a novel autophagy inducer.
abstract: A novel autophagy inducer, (+)-epogymnolactam (1), was first synthesized from cis-4-benzyloxy-2-butene-1-ol (2) in eight steps. A reliable preparation of optically pure epoxy alcohol (+)-3 from monobenzyl derivative (2) was established by a tandem strategy, Sharpless epoxidation/lipase kinetic resolution.
authors.affiliation: Research Faculty of Agriculture, Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
authors.forename: Yuji
authors.initials: Y
authors.lastname: Okado
authors.affiliation: Research Faculty of Agriculture, Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
authors.forename: Kengo
authors.initials: K
authors.lastname: Shigetomi
authors.affiliation: Research Faculty of Agriculture, Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
authors.forename: Shinya
authors.initials: S
authors.lastname: Mitsuhashi
authors.affiliation: Research Faculty of Agriculture, Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Ubukata
mesh_terms: D001343:Autophagy / Q000187:drug effects*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; C000604134:epogymnolactam