title: Total synthesis of (±)-lycorine from the endo-cycloadduct of 3,5-dibromo-2-pyrone and (E)-β-borylstyrene.
abstract: A new synthetic route to (±)-lycorine, starting from the endo-cycloadduct of 3,5-dibromo-2-pyrone and (E)-β-borylstyrene, is reported. Boronate oxidation and a set of reactions including face-selective epoxidation provided the pivotal C1-OH group and C3/C3a double bond.
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, Hanyang University , 222 Wangshimni-ro, Seongdong-gu, Seoul 133-791, Korea.
authors.forename: Hyeong-Seob
authors.initials: HS
authors.lastname: Shin
authors.forename: Yong-Geun
authors.initials: YG
authors.lastname: Jung
authors.forename: Hyun-Kyu
authors.initials: HK
authors.lastname: Cho
authors.forename: Yong-Gyu
authors.initials: YG
authors.lastname: Park
authors.forename: Cheon-Gyu
authors.initials: CG
authors.lastname: Cho
mesh_terms: D047151:Amaryllidaceae Alkaloids / Q000138:chemical synthesis*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010617:Phenanthridines / Q000138:chemical synthesis*; D011753:Pyrones / Q000737:chemistry*; D013237:Stereoisomerism; D013343:Styrenes / Q000737:chemistry*
chemical_list: C450850:3,5-dibromo-2-pyrone; D047151:Amaryllidaceae Alkaloids; D010617:Phenanthridines; D011753:Pyrones; D013343:Styrenes; C015330:lycorine