A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids

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dc.contributor.authorAmat Tusón, Mercedes
dc.contributor.authorElias, Viviane
dc.contributor.authorLlor Brunés, Núria
dc.contributor.authorSubrizi, Fabiana
dc.contributor.authorMolins i Grau, Elies
dc.contributor.authorBosch Cartes, Joan
dc.date.accessioned2020-06-04T16:52:40Z
dc.date.available2020-06-04T16:52:40Z
dc.date.issued2010-07-12
dc.date.updated2020-06-04T16:52:40Z
dc.description.abstractStarting from tricyclic lactam 2 , which is easily accessible by cyclocondensation of δ‐oxoester 1 with (R )‐phenylglycinol, a three‐step synthetic route to enantiopure 1‐substituted tetrahydroisoquinolines, including 1‐alkyl‐, 1‐aryl‐, and 1‐benzyltetrahydroisoquinoline alkaloids, as well as the tricyclic alkaloid (-)‐crispine A, has been developed. The key step is a stereoselective α‐amidoalkylation reaction using the appropriate Grignard reagent.
dc.format.extent10 p.
dc.format.mimetypeapplication/pdf
dc.identifier.idgrec579166
dc.identifier.issn1434-193X
dc.identifier.urihttps://hdl.handle.net/2445/164357
dc.language.isoeng
dc.publisherWiley-VCH
dc.relation.isformatofVersió postprint del document publicat a: https://doi.org/10.1002/ejoc.201000473
dc.relation.ispartofEuropean Journal of Organic Chemistry, 2010, vol. 2010, num. 21, p. 4017-4026
dc.relation.urihttps://doi.org/10.1002/ejoc.201000473
dc.rights(c) Wiley-VCH, 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 general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:eu-repo/semantics/acceptedVersion

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