title: Total syntheses of (-)-scabronines G and A, and (-)-episcabronine A.
abstract: Making scab(ronine)s: The total synthesis of (-)-scabronine G features a highly stereoselective oxidative dearomatization/intramolecular inverse-electron-demand Diels-Alder reaction cascade, and the first total synthesis of (-)-scabronine A comprises a highly stereoselective oxa-Michael/protonation/acetalization cascade. The first total synthesis of (-)-episcabronine A includes another highly stereoselective cascade.
authors.affiliation: Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan.
authors.forename: Yu
authors.initials: Y
authors.lastname: Kobayakawa
authors.forename: Masahisa
authors.initials: M
authors.lastname: Nakada
mesh_terms: D061565:Cycloaddition Reaction; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; C119786:scabronine A; C119787:scabronine G
keywords: cycloaddition; enantioselectivity; medium-ring compounds; natural products; total synthesis