Gold(I)-Catalyzed Enantioselective [2+2+2] Cycloadditions: An Expedient Entry to Enantioenriched Tetrahydropyran Scaffolds

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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.authorVarela Sandá, Iván
dc.contributor.authorFaustino, Hélio
dc.contributor.authorDíez Martín, Elena
dc.contributor.authorIglesias Sigüenza, Francisco Javier
dc.contributor.authorGrande-Carmona, Francisca
dc.contributor.authorFernández, Rosario
dc.contributor.authorLassaletta, José M.
dc.contributor.authorMascareñas Cid, José Luis
dc.contributor.authorLópez García, Fernando
dc.date.accessioned2017-05-31T18:05:50Z
dc.date.available2018-02-22T02:00:10Z
dc.date.issued2017-02-22
dc.descriptionThis is the peer reviewed version of the following article: Iván Varela, Hélio Faustino, Elena Díez, Javier Iglesias-Sigüenza, Francisca Grande-Carmona, Rosario Fernández, José M. Lassaletta, José L. Mascareñas* and Fernando López*, Gold (I)-Catalyzed Enantioselective [2+2+2] Cycloadditions: An Expedient Entry to Enantioenriched Tetrahydropyran Scaffolds. ACS Catal. 2017, 7, 2397-2402 [DOI: 10.1021/acscatal.6b03651]. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archivinggl
dc.description.abstractA straightforward and atom-economical enantioselective approach to highly substituted tetrahydropyrans is reported. The process, which consists of an intermolecular gold-catalyzed [2+2+2] cycloaddition between allenamides, alkenes, and aldehydes, is efficiently catalyzed by both phosphoramidite- and chiral N-heterocyclic carbene-gold catalysts, occurs with complete chemoselectivity and regioselectivity, moderate diastereoselectivity, and moderate to very good enantioselectivitiesgl
dc.description.peerreviewedSIgl
dc.description.sponsorshipThis work was supported by the Spanish MINECO (grant:SAF2013-41943-R, CTQ2013-48164-C2-1-P and -2-P), the Consellería de Cultura, Educación e Ordenación Universitaria (GRC2013-041, 2015-CP082 and Centro Singular de Investigación de Galicia accreditation 2016-2019, ED431G/09) the European Regional Development Fund (ERDF), the European Research Council (Adv. Grant No. 340055), and the Junta de Andalucía (Grant 2012/FQM 1078). We also thank the Orfeo-Cinqa networkgl
dc.identifier.citationVarela, Iván, Faustino, Hélio, Díez, Elena, Iglesias-Sigüenza, Javier, Grande-Carmona, Francisca, Fernández, Rosario, Lassaletta, José M., Mascareñas, José L. and López, Fernando, 2017, Gold(I)-Catalyzed Enantioselective [2+2+2] Cycloadditions: An Expedient Entry to Enantioenriched Tetrahydropyran Scaffolds. ACS Catalysis. 2017. Vol. 7, no. 4, p. 2397-2402. DOI 10.1021/acscatal.6b03651. American Chemical Society (ACS)gl
dc.identifier.doi10.1021/acscatal.6b03651
dc.identifier.essn2155-5435
dc.identifier.urihttp://hdl.handle.net/10347/15445
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/acscatal.6b03651gl
dc.rights© 2017 American Chemical Societygl
dc.rights.accessRightsopen accessgl
dc.subjectAllenamidegl
dc.subjectCycloadditiongl
dc.subjectEnantioselective synthesisgl
dc.subjectGold catalysisgl
dc.subjectN-heterocyclic carbenesgl
dc.subjectTetrahydropyransgl
dc.subject.classificationMaterias::Investigación::23 Química::2302 Bioquímicagl
dc.titleGold(I)-Catalyzed Enantioselective [2+2+2] Cycloadditions: An Expedient Entry to Enantioenriched Tetrahydropyran Scaffoldsgl
dc.typejournal articlegl
dc.type.hasVersionAMgl
dspace.entity.typePublication
relation.isAuthorOfPublication5ae222c9-f626-432b-aac5-da78c06ed64f
relation.isAuthorOfPublication.latestForDiscovery5ae222c9-f626-432b-aac5-da78c06ed64f

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