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dc.contributor.authorLobato, Rubén
dc.contributor.authorVeiga, Alberte X.
dc.contributor.authorPérez-Vázquez, Jaime
dc.contributor.authorFernández-Nieto, Fernando
dc.contributor.authorPaleo, M. Rita
dc.contributor.authorSardina, F. Javier
dc.date.accessioned2018-07-09T08:40:33Z
dc.date.available2018-07-09T08:40:33Z
dc.date.issued2013
dc.identifier.citationLobato, R., Veiga, A., Pérez-Vázquez, J., Fernández-Nieto, F., Paleo, M., & Sardina, F. (2013). A One-Step, Versatile Synthesis of Dibenzo [n.2.2] Macrobicyclic Compounds via a Conformation-Directed Macrocyclization Reaction. Organic Letters, 15(16), 4090-4093. doi: 10.1021/ol4016767
dc.identifier.issn1523-7060
dc.identifier.urihttp://hdl.handle.net/10347/16985
dc.description.abstractA series of dibenzo [n.2.2] bicyclic compounds (n = 2–20) were prepared in one step and good yields starting from dimethyl anthracene-9,10-dicarboxylate. Reduction of the aromatic diester using lithium/naphthalene led to a bis-enolate that was cyclized with a variety of bis-electrophiles. The ease of the cyclization is probably due to the puckered conformation of the intermediate formed after the first alkylation step, in which the newly introduced chain that will become the bridge portion occupies a pseudoaxial position, positioning the leaving group close to the enolate nucleophile in the macrocyclization step
dc.description.sponsorshipThis work was supported by the Ministerio de Economía y Competitividad of Spain (CTQ2011-22436) and Xunta de Galicia (PGIDIT10-PXIB209113PR, 10PXIB209155PR, and 2007/085)
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relationinfo:eu-repo/grantAgreement/MICINN/Plan Nacional de I+D+i 2008-2011/CTQ2011-22436/ES/REACTIVIDAD QUIMICA EN SISTEMAS COLOIDALES DERIVADOS DE AGREGADOS SUPRAMOLECULARES
dc.rights© 2013 American Chemical Society
dc.titleA One-Step, Versatile Synthesis of Dibenzo [n.2.2] Macrobicyclic Compounds via a Conformation-Directed Macrocyclization Reaction
dc.typeinfo:eu-repo/semantics/article
dc.identifier.DOI10.1021/ol4016767
dc.relation.publisherversionhttps://doi.org/10.1021/ol4016767
dc.type.versioninfo:eu-repo/semantics/acceptedVersion
dc.identifier.e-issn1523-7052
dc.rights.accessrightsinfo:eu-repo/semantics/openAccess
dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Química Orgánica
dc.description.peerreviewedSI


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