title: Total synthesis of the indole alkaloid (±)- and (+)-methyl N-decarbomethoxychanofruticosinate.
abstract: All caged up: The first total synthesis of N-decarbomethoxychanofruticosinate is achieved by using a SmI2 -mediated intramolecular Reformatsky-like reaction to create the seven-membered ring, and an intramolecular oxidative coupling to install the caged and strained ring system.
authors.affiliation: State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032 (China).
authors.forename: Yi
authors.initials: Y
authors.lastname: Wei
authors.forename: Duo
authors.initials: D
authors.lastname: Zhao
authors.forename: Dawei
authors.initials: D
authors.lastname: Ma
mesh_terms: D003500:Cyclization; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D026121:Indole Alkaloids
keywords: alkaloids; natural products; samarium; strained molecules; total synthesis