A synthetic approach to ervatamine-silicine alkaloids. Enantioselective total synthesis of (-)-episilicine

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dc.contributor.authorAmat Tusón, Mercedes
dc.contributor.authorLlor Brunés, Núria
dc.contributor.authorCheca Castaño, Begoña
dc.contributor.authorMolins i Grau, Elies
dc.contributor.authorBosch Cartes, Joan
dc.date.accessioned2020-06-04T17:03:03Z
dc.date.available2020-06-04T17:03:03Z
dc.date.issued2010-01-01
dc.date.updated2020-06-04T17:03:03Z
dc.description.abstractStarting from an appropriate unsaturated phenylglycinol-derived oxazolopiperidone lactam, the synthesis of (-)-16-episilicine is reported, the key steps being a stereoselective conjugate addition, a stereoselective alkylation, and a ring-closing metathesis reaction. This represents the first enantioselective total synthesis of an alkaloid of the silicine group.
dc.format.extent12 p.
dc.format.mimetypeapplication/pdf
dc.identifier.idgrec579163
dc.identifier.issn0022-3263
dc.identifier.pmid19968261
dc.identifier.urihttps://hdl.handle.net/2445/164358
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.isformatofVersió postprint del document publicat a: https://doi.org/10.1021/jo902346j
dc.relation.ispartofJournal of Organic Chemistry, 2010, vol. 75, num. 1, p. 178-189
dc.relation.urihttps://doi.org/10.1021/jo902346j
dc.rights(c) American Chemical Society , 2010
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.sourceArticles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject.classificationAlcaloides
dc.subject.classificationLactames
dc.subject.classificationSíntesi asimètrica
dc.subject.otherAlkaloids
dc.subject.otherLactams
dc.subject.otherAsymmetric synthesis
dc.titleA synthetic approach to ervatamine-silicine alkaloids. Enantioselective total synthesis of (-)-episilicine
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:eu-repo/semantics/acceptedVersion

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