Stereoselective synthesis of cis-1,3-dimethyltetrahydroisoquinolines: formal synthesis of naphthylisoquinoline alkaloids

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dc.contributor.authorAmat Tusón, Mercedes
dc.contributor.authorSubrizi, Fabiana
dc.contributor.authorElias, Viviane
dc.contributor.authorLlor Brunés, Núria
dc.contributor.authorMolins, Elies
dc.contributor.authorBosch Cartes, Joan
dc.date.accessioned2020-06-04T08:27:34Z
dc.date.available2020-06-04T08:27:34Z
dc.date.issued2012-10
dc.date.updated2020-06-04T08:27:34Z
dc.description.abstractStarting from tricyclic lactam 2, which is easily accessible by cyclocondensation of -oxoester 1 with (R)-phenylglycinol, a three-step synthetic route to enantiopure 1-substituted tetrahydroisoquinolines, including 1-alkyl-, 1-aryl-, and 1-benzyl- tetrahydroisoquinoline alkaloids as well as the tricyclic alkaloid (-)-crispine A, has been developed. The key step is a stereoselective -amidoalkylation reaction using the appropriate Grignard reagent.
dc.format.extent7 p.
dc.format.mimetypeapplication/pdf
dc.identifier.idgrec615888
dc.identifier.issn1434-193X
dc.identifier.urihttps://hdl.handle.net/2445/164259
dc.language.isoeng
dc.publisherWiley-VCH
dc.relation.isformatofVersió postprint del document publicat a: https://doi.org/10.1002/ejoc.201200798
dc.relation.ispartofEuropean Journal of Organic Chemistry, 2012, vol. 2012, num. 28, p. 5491-5497
dc.relation.urihttps://doi.org/10.1002/ejoc.201200798
dc.rights(c) Wiley-VCH, 2012
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.sourceArticles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject.classificationSíntesi asimètrica
dc.subject.classificationAlcaloides
dc.subject.classificationLactames
dc.subject.otherAsymmetric synthesis
dc.subject.otherAlkaloids
dc.subject.otherLactams
dc.titleStereoselective synthesis of cis-1,3-dimethyltetrahydroisoquinolines: formal synthesis of naphthylisoquinoline alkaloids
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:eu-repo/semantics/acceptedVersion

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