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dc.contributor.authorCasanova González, Noelia
dc.contributor.authorSeoane Fernández, Andrés
dc.contributor.authorMascareñas Cid, José Luis
dc.contributor.authorGulías Costa, Moisés
dc.date.accessioned2015-02-23T08:09:51Z
dc.date.available2017-08-29T01:00:16Z
dc.date.issued2015-01-07
dc.identifier.citationCasanova, N., Seoane, A., Mascareñas, J. L. and Gulías, M. (2015), Rhodium-Catalyzed (5+1) Annulations Between 2-Alkenylphenols and Allenes: A Practical Entry to 2,2-Disubstituted 2H-Chromenes. Angew. Chem. Int. Ed., 54: 2374–2377. doi: 10.1002/anie.201410350
dc.identifier.issn1433-7851
dc.identifier.otherE-ISSN 1521-3773
dc.identifier.urihttp://hdl.handle.net/10347/12381
dc.descriptionNOTICE: This is the peer reviewed version of the following article: Casanova, N., Seoane, A., Mascarelas, J. L., Gulías, M. (2015), Rhodium-Catalyzed (5+1) Annulations Between 2-Alkenylphenols and Allenes: A Practical Entry to 2,2-Disubstituted 2H-Chromenes. Angew. Chem. Int. Ed., 54: 2374-2377 [doi: 10.1002/anie.201410350]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving.
dc.description.abstractReadily available alkenylphenols react with allenes under rhodium catalysis to provide valuable 2,2-disubstituted 2H-chromenes. The whole process, which involves the cleavage of one C-H bond of the alkenyl moiety and the participation of the allene as a one-carbon cycloaddition partner, can be considered a simple, versatile, and atom-economical (5+1) heteroannulation. The reaction tolerates a broad range of substituents both in the alkenylphenol and in the allene, and most probably proceeds through a mechanism involving a rhodium-catalyzed C-C coupling followed by two sequential pericyclic processes.
dc.description.sponsorshipThis work was supported by the Spanish MINECO (grant: SAF2013-41943-R), the ERDF, the European Research Council (Advanced Grant No. 340055), and the Xunta de Galicia (grants: GRC2013-041, EM2013/036 and a Parga Pondal contract to M.G.). We also thank the orfeo-cinqa network
dc.language.isoeng
dc.publisherWILEY-VCH Verlag GmbH
dc.relationinfo:eu-repo/grantAgreement/EC/FP7/340055
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2013-41943-R/ES/HERRAMIENTAS SINTETICAS EN QUIMICA BIOLOGICA. NUEVAS ESTRATEGIAS MOLECULARES PARA EL TRATAMIENTO Y DIAGNOSTICO DE CANCERES
dc.rights© WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
dc.subjectAllenes
dc.subjectAnnulations
dc.subjectC-H activation
dc.subjectReaction mechanisms
dc.subjectRhodium
dc.subject.classificationMaterias::Investigación::23 Química
dc.titleRhodium-Catalyzed (5+1) Annulations Between 2-Alkenylphenols and Allenes: A Practical Entry to 2,2-Disubstituted 2H-Chromenes
dc.typeinfo:eu-repo/semantics/article
dc.identifier.DOI10.1002/anie.201410350
dc.relation.publisherversionhttp://dx.doi.org/10.1002/anie.201410350
dc.type.versioninfo:eu-repo/semantics/acceptedVersion
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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