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Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction

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Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction

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dc.contributor.author Holmquist, M. 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 2020-09-19T03:34:05Z
dc.date.available 2020-09-19T03:34:05Z
dc.date.issued 2014-02-21 es_ES
dc.identifier.issn 1523-7060 es_ES
dc.identifier.uri http://hdl.handle.net/10251/150433
dc.description.abstract [EN] The direct asymmetric Henry reaction with prochiral ketones, leading to tertiary nitroaldols, is an elusive reaction so far limited to a reduced number of reactive substrates such as trifluoromethyl ketones or alpha-keto carbonyl compounds. Expanding the scope of this important reaction, the direct asymmetric addition of nitromethane to 2-acylpyridine N-oxides catalyzed by a BOX-Cu(II) complex to give the corresponding pyridine-derived tertiary nitroaldols having a quaternary stereogenic center with variable yields and good enantioselectivity, is described. es_ES
dc.description.sponsorship Financial support from the Ministerio de Economia y Competitividad (Gobierno de Espana) and FEDER (EU) (CTQ2009-13083) and from Generalitat Valenciana (ACOMP2012-212 and ISIC 2012/001) is acknowledged. M.H. thanks the GV for a predoctoral grant (Santiago Grisolia Program). 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.classification FISICA APLICADA es_ES
dc.title Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1021/ol500082d es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//CTQ2009-13083/ES/Desarrollo de nuevos procesos enantioselectivos de formación de enlaces C-C mediante catálisis asimétrica/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//ACOMP%2F2012%2F212/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//ISIC 2012%2F001/ 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 Holmquist, M.; Blay, G.; Muñoz Roca, MDC.; Pedro, JR. (2014). Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction. Organic Letters. 16(4):1204-1207. https://doi.org/10.1021/ol500082d es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1021/ol500082d es_ES
dc.description.upvformatpinicio 1204 es_ES
dc.description.upvformatpfin 1207 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 16 es_ES
dc.description.issue 4 es_ES
dc.identifier.pmid 24517643 es_ES
dc.relation.pasarela S\271660 es_ES
dc.contributor.funder Generalitat Valenciana es_ES
dc.contributor.funder European Regional Development Fund es_ES
dc.contributor.funder Ministerio de Ciencia e Innovación es_ES


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