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Organocatalytic Enantioselective Synthesis of alpha-Hydroxyketones through a Friedel-Crafts Reaction of Naphthols and Activated Phenols with Aryl- and Alkylglyoxal Hydrates

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Organocatalytic Enantioselective Synthesis of alpha-Hydroxyketones through a Friedel-Crafts Reaction of Naphthols and Activated Phenols with Aryl- and Alkylglyoxal Hydrates

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dc.contributor.author Vila, C. es_ES
dc.contributor.author Quintero, L. es_ES
dc.contributor.author Blay, G. es_ES
dc.contributor.author Muñoz Roca, María Del Carmen es_ES
dc.contributor.author Pedro, J.R. es_ES
dc.date.accessioned 2020-09-18T03:34:14Z
dc.date.available 2020-09-18T03:34:14Z
dc.date.issued 2016-11-04 es_ES
dc.identifier.issn 1523-7060 es_ES
dc.identifier.uri http://hdl.handle.net/10251/150297
dc.description.abstract [EN] An efficient organocatalytic asymmetric synthesis of alpha-hydroxyketones has been developed. Quinine-derived thiourea catalyzed the enantioselective Friedel Crafts alkylation of naphthols and activated phenols with aryl- and alkylglyoxal hydrates, providing the corresponding chiral alpha-hydroxyketones with high yields (up to 97%) and excellent enantioselectivities (up to 99% ee). es_ES
dc.description.sponsorship Financial support from the MINECO (Gobierno de Espana; CTQ2013-47494-P) is gratefully acknowledged. C.V. thanks MINECO for a JdC contract. 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 Organic Letters es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Dynamic kinetic resolution es_ES
dc.subject Intramolecular Cannizzaro reaction es_ES
dc.subject Asymmetric benzoin condensation es_ES
dc.subject Electron-Rich phenols es_ES
dc.subject One-Pot synthesis es_ES
dc.subject Highly efficient es_ES
dc.subject Cinchona alkaloids es_ES
dc.subject Carbonyl-Compounds es_ES
dc.subject (R)-Alpha-Hydroxy ketones es_ES
dc.subject Stereoselective-Synthesis es_ES
dc.subject.classification FISICA APLICADA es_ES
dc.title Organocatalytic Enantioselective Synthesis of alpha-Hydroxyketones through a Friedel-Crafts Reaction of Naphthols and Activated Phenols with Aryl- and Alkylglyoxal Hydrates es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1021/acs.orglett.6b02893 es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2013-47494-P/ES/NUEVOS RETOS EN EL DESARROLLO DE PROCESOS ENANTIOSELECTIVOS DE FORMACION DE ENLACES C-C MEDIANTE CATALISIS DUAL COOPERATIVA./ 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.; Quintero, L.; Blay, G.; Muñoz Roca, MDC.; Pedro, J. (2016). Organocatalytic Enantioselective Synthesis of alpha-Hydroxyketones through a Friedel-Crafts Reaction of Naphthols and Activated Phenols with Aryl- and Alkylglyoxal Hydrates. Organic Letters. 18(21):5652-5655. https://doi.org/10.1021/acs.orglett.6b02893 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1021/acs.orglett.6b02893 es_ES
dc.description.upvformatpinicio 5652 es_ES
dc.description.upvformatpfin 5655 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 18 es_ES
dc.description.issue 21 es_ES
dc.identifier.pmid 27779412 es_ES
dc.relation.pasarela S\325709 es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES


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