title: An effective enantioselective approach to the securinega alkaloids: total synthesis of (-)-norsecurinine.
abstract: [reaction: see text] A highly versatile approach to the enantioselective synthesis of securinega alkaloids is presented. Crucial steps are a palladium-catalyzed enantioselective imide alkylation, a vinylogous Mannich reaction, and a ring-closing metathesis process. Through this strategy, the synthesis of (-)-norsecurinine has been accomplished in nine steps and 11% overall yield.
authors.affiliation: Universitat Autonoma de Barcelona, Departament de Química, Bellaterra, Spain.
authors.forename: Ramón
authors.initials: R
authors.lastname: Alibés
authors.forename: Pau
authors.initials: P
authors.lastname: Bayón
authors.forename: Pedro
authors.initials: P
authors.lastname: de March
authors.forename: Marta
authors.initials: M
authors.lastname: Figueredo
authors.forename: Josep
authors.initials: J
authors.lastname: Font
authors.forename: Elena
authors.initials: E
authors.lastname: García-García
authors.forename: David
authors.initials: D
authors.lastname: González-Gálvez
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D019665:Euphorbiaceae / Q000737:chemistry*; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D001381:Azepines; D010880:Piperidines; C050244:norsecurinine