title: Dearomative indole [5+2] cycloaddition reactions: stereoselective synthesis of highly functionalized cyclohepta[b]indoles.
abstract: The first dearomative indole [5+2] cycloaddition reaction with an oxidopyrylium ylide resulted in efficient and diastereoselective construction of some highly functionalized and synthetically challenging oxacyclohepta[b]indoles. The protocol proceeds under very mild reaction conditions, thus enabling high functional-group tolerance and unique endo selectivity.
authors.affiliation: Laboratory of Chemical Genomics, School of Chemical Biology andBiotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055 (China).
authors.forename: Guangjian
authors.initials: G
authors.lastname: Mei
authors.forename: Hao
authors.initials: H
authors.lastname: Yuan
authors.forename: Yueqing
authors.initials: Y
authors.lastname: Gu
authors.forename: Wei
authors.initials: W
authors.lastname: Chen
authors.forename: Lung Wa
authors.initials: LW
authors.lastname: Chung
authors.forename: Chuang-chuang
authors.initials: CC
authors.lastname: Li
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D018360:Crystallography, X-Ray; D061565:Cycloaddition Reaction; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D000470:Alkaloids; D007211:Indoles
keywords: cycloaddition; diastereoselectivity; heterocycles; synthetic methods; ylides