Gold(I)-Catalyzed Intermolecular Cycloaddition of Allenamides with α,β-Unsaturated Hydrazones: Efficient Access to Highly Substituted Cyclobutanes

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dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Molecularesgl
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Química Orgánicagl
dc.contributor.authorBernal Albert, Paloma
dc.contributor.authorFaustino, Hélio
dc.contributor.authorGimeno, Ana
dc.contributor.authorAsensio, Gregorio
dc.contributor.authorMascareñas Cid, José Luis
dc.contributor.authorLópez García, Fernando
dc.date.accessioned2015-02-20T12:14:35Z
dc.date.available2015-02-20T12:14:35Z
dc.date.issued2014-11-19
dc.description.abstractα,β-Unsaturated N,N-dialkyl hydrazones undergo a mild [2 + 2] cycloaddition to allenamides when treated with a suitable gold catalyst. The method, which represents the first application of N,N-dialkyl hydrazones in gold catalysis, is compatible with a wide variety of substituents at the alkenyl moiety of the hydrazone component, proceeds with excellent levels of regio- and diastereoselectivity, and provides densely substituted cyclobutanes with good to excellent yieldsgl
dc.description.sponsorshipThis work was supported by the Spanish MINECO (SAF2013-41943-R and FPI to P.B.A.), the ERDF, the European Research Council (Adv. Grant No. 340055), and the Xunta de Galicia (GRC2013-041). We thank the Orfeo-Cinqa networkgl
dc.identifier.citationBernal-Albert, P., Faustino, H., Gimeno, A., Asensio, G., Mascareñas, J.L. and López, F. (2014). Gold(I)-Catalyzed Intermolecular Cycloaddition of Allenamides with α,β-Unsaturated Hydrazones: Efficient Access to Highly Substituted Cyclobutanes. Org. Lett., 2014,16 (23), pp. 6196–6199. doi: 10.1021/ol503121qgl
dc.identifier.doi10.1021/ol503121q
dc.identifier.issn1523-7060
dc.identifier.otherE-ISSN 1523-7052
dc.identifier.urihttp://hdl.handle.net/10347/12379
dc.language.isoenggl
dc.publisherAmerican Chemical Societygl
dc.relation.projectIDinfo:eu-repo/grantAgreement/EC/FP7/340055
dc.relation.projectIDinfo: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.relation.publisherversionhttp://dx.doi.org/10.1021/ol503121qgl
dc.rights© American Chemical Societygl
dc.rights.accessRightsopen accessgl
dc.subjectGoldgl
dc.subjectCatalysisgl
dc.subjectCycloadditiongl
dc.subjectAllenamidesgl
dc.subjectCyclobutanesgl
dc.subjectHydrazonesgl
dc.subject.classificationMaterias::Investigación::23 Químicagl
dc.titleGold(I)-Catalyzed Intermolecular Cycloaddition of Allenamides with α,β-Unsaturated Hydrazones: Efficient Access to Highly Substituted Cyclobutanesgl
dc.typejournal articlegl
dspace.entity.typePublication
relation.isAuthorOfPublication5ae222c9-f626-432b-aac5-da78c06ed64f
relation.isAuthorOfPublication.latestForDiscovery5ae222c9-f626-432b-aac5-da78c06ed64f

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