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Enantioselective Synthesis of 2-Amino-1,1-diarylalkanes Bearing a Carbocyclic Ring Substituted Indole through Asymmetric Catalytic Reaction of Hydroxyindoles with Nitroalkenes

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Enantioselective Synthesis of 2-Amino-1,1-diarylalkanes Bearing a Carbocyclic Ring Substituted Indole through Asymmetric Catalytic Reaction of Hydroxyindoles with Nitroalkenes

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dc.contributor.author Vila, Carlos es_ES
dc.contributor.author Rostoll-Berenguer, Jaume es_ES
dc.contributor.author Sánchez-García, Rubén es_ES
dc.contributor.author Blay, Gonzalo es_ES
dc.contributor.author Fernandez, Isabel es_ES
dc.contributor.author Muñoz Roca, María Del Carmen es_ES
dc.contributor.author Pedro, Jose R. es_ES
dc.date.accessioned 2020-11-07T04:32:26Z
dc.date.available 2020-11-07T04:32:26Z
dc.date.issued 2018-06-15 es_ES
dc.identifier.issn 0022-3263 es_ES
dc.identifier.uri http://hdl.handle.net/10251/154384
dc.description.abstract [EN] An asymmetric catalytic reaction of hydroxyindoles with nitroalkenes leading to the Friedel-Crafts alkylation in the carbocyclic ring of indole is presented. The method is based on the activating/directing effects of the hydroxy group situated in the carbocyclic ring of the indole providing nitroalkylated indoles functionalizated at the C-4, C-5, and C-7 positions with high yield, regio-, and enantioselectivity. The optically enriched nitroalkanes were transformed efficiently in optically enriched 2-amino-1,1-diarylalkanes bearing a carbocyclic ring substituted indole. es_ES
dc.description.sponsorship Financial support from the MINECO (Gobierno de Espana; CTQ2017-84900-P) is gratefully acknowledged. C.V. thanks MINECO for a JdC contract. J.R.-B. thanks the Ministry of Education for a Collaboration grant. Access to NMR, MS, and X-ray facilities from the Servei Central de Suport a la Investigacio Experimental (SCSIE)-UV is also acknowledged es_ES
dc.language Inglés es_ES
dc.publisher American Chemical Society es_ES
dc.relation.ispartof The Journal of Organic Chemistry es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject.classification FISICA APLICADA es_ES
dc.title Enantioselective Synthesis of 2-Amino-1,1-diarylalkanes Bearing a Carbocyclic Ring Substituted Indole through Asymmetric Catalytic Reaction of Hydroxyindoles with Nitroalkenes es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1021/acs.joc.8b00612 es_ES
dc.relation.projectID info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2017-84900-P/ES/REACCIONES DE ADICION ENANTIOSELECTIVAS MEDIANTE SISTEMAS MULTICATALITICOS. HERRAMIENTAS PARA LA SINTESIS EFICIENTE DE MOLECULAS CON ACTIVIDAD FARMACOLOGICA/ es_ES
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Física Aplicada - Departament de Física Aplicada es_ES
dc.description.bibliographicCitation Vila, C.; Rostoll-Berenguer, J.; Sánchez-García, R.; Blay, G.; Fernandez, I.; Muñoz Roca, MDC.; Pedro, JR. (2018). Enantioselective Synthesis of 2-Amino-1,1-diarylalkanes Bearing a Carbocyclic Ring Substituted Indole through Asymmetric Catalytic Reaction of Hydroxyindoles with Nitroalkenes. The Journal of Organic Chemistry. 83(12):6397-6407. https://doi.org/10.1021/acs.joc.8b00612 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1021/acs.joc.8b00612 es_ES
dc.description.upvformatpinicio 6397 es_ES
dc.description.upvformatpfin 6407 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 83 es_ES
dc.description.issue 12 es_ES
dc.identifier.pmid 29856221 es_ES
dc.relation.pasarela S\373564 es_ES
dc.contributor.funder Agencia Estatal de Investigación es_ES


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