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dc.contributor.authorGuevara Pulido, James Oswaldo
dc.contributor.authorAndrés García, José María 
dc.contributor.authorPedrosa Sáez, Rafael 
dc.date.accessioned2016-12-05T13:32:46Z
dc.date.available2016-12-05T13:32:46Z
dc.date.issued2015
dc.identifier.citationRSC Advances, 2015, 5, p. 65975-65981es
dc.identifier.issn2046-2069es
dc.identifier.urihttp://uvadoc.uva.es/handle/10324/21451
dc.descriptionProducción Científicaes
dc.description.abstractThe reaction of enals with α,α′-diaryl-substituted acetones (pKa > 18) catalyzed by (S)-1-(2-pyrrolidinylmethyl) pyrrolidine provides direct access to enantioenriched 2,5,6-trisubstituted-3-hydroxy cyclohexanones. The process constitutes a highly stereoselective organocatalytic tandem Michael-intramolecular aldol reaction. It has been demonstrated that the stereoselection is dependent on the reaction conditions because only syn diastereoisomers are able to cyclize, and that anti diastereoisomers participate in a retro-Michael process decreasing the enantioselection.es
dc.format.mimetypeapplication/pdfes
dc.language.isoenges
dc.publisherRoyal Society of Chemistryes
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/
dc.subjectQuímica orgánicaes
dc.titleThe organocatalyzed domino Michael–aldol reaction revisited. Synthesis of enantioenriched 3-hydroxycyclohexanone derivatives by reaction of enals with α,α′-diaryl-substituted acetonees
dc.typeinfo:eu-repo/semantics/articlees
dc.identifier.doi10.1039/C5RA11215Jes
dc.relation.publisherversionhttp://pubs.rsc.org/es
dc.identifier.publicationfirstpage65975es
dc.identifier.publicationissue5es
dc.identifier.publicationlastpage65981es
dc.identifier.publicationtitleRSC Advanceses
dc.peerreviewedSIes
dc.description.projectMinisterio de Economía, Industria y Competitividad (CTQ 2011-28487)es
dc.description.projectJunta de Castilla y León (programa de apoyo a proyectos de investigación – Ref. VA064U13)es
dc.description.projectUniversidad de Valladolid for a pre-doctoral fellowshipses
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 International


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