dc.creator | Martínez Muñoz, Aurora | es |
dc.creator | Monge Fernández, David | es |
dc.creator | Martín Zamora, Eloísa | es |
dc.creator | Marqués López, Eugenia | es |
dc.creator | Álvarez González, Eleuterio | es |
dc.creator | Fernández Fernández, Rosario Fátima | es |
dc.creator | Lassaletta, José M. | es |
dc.date.accessioned | 2018-02-21T14:30:26Z | |
dc.date.available | 2018-02-21T14:30:26Z | |
dc.date.issued | 2013 | |
dc.identifier.citation | Martínez Muñoz, A., Monge Fernández, D., Martín Zamora, E., Marqués López, E., Álvarez González, E., Fernández Fernández, R.F. y Lassaletta Fernández, J.M. (2013). Asymmetric organocatalytic Strecker-type reactions of aliphatic N,N-dialkylhydrazones. Organic and Biomolecular Chemistry, 11, 8247-8255. | |
dc.identifier.issn | 1477-0520 (impreso) | es |
dc.identifier.issn | 1477-0539 (electrónico) | es |
dc.identifier.uri | https://hdl.handle.net/11441/70493 | |
dc.description.abstract | The enantioselective organocatalytic Strecker-type reaction of aliphatic N,N-dialkylhydrazones is presented. Using trimethylsilyl cyanide (TMSCN) as the cyanide source, the reaction can be efficiently catalyzed by a tert-leucine-derived bifunctional thiourea to afford the corresponding hydrazino nitriles in good to excellent yields (50-96%) and moderate to good enantioselectivities, up to 86% ee. Further transformations of the nitrile functionality allow access to useful protected hydrazino acids and imidazolidinones. Interestingly, some of the hydrazino nitriles and their derivatives could be recrystallized in high recovery, yielding essentially pure enantiomers. | es |
dc.description.sponsorship | Ministerio de Ciencia e Innovación CTQ2010-15297, CTQ2010-14974 | es |
dc.description.sponsorship | Junta de Andalucía 2008/FQM-3833, 2009/FQM-4537 | es |
dc.format | application/pdf | es |
dc.language.iso | eng | es |
dc.publisher | Royal Society of Chemistry (Great Britain) | es |
dc.relation.ispartof | Organic and Biomolecular Chemistry, 11, 8247-8255. | |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.title | Asymmetric organocatalytic Strecker-type reactions of aliphatic N,N-dialkylhydrazones | es |
dc.type | info:eu-repo/semantics/article | es |
dcterms.identifier | https://ror.org/03yxnpp24 | |
dc.type.version | info:eu-repo/semantics/acceptedVersion | es |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.contributor.affiliation | Universidad de Sevilla. Departamento de Química orgánica | es |
dc.relation.projectID | CTQ2010-15297 | es |
dc.relation.projectID | CTQ2010-14974 | es |
dc.relation.projectID | 2008/FQM-3833 | es |
dc.relation.projectID | 2009/FQM-4537 | es |
dc.relation.publisherversion | http://dx.doi.org/10.1039/c3ob41437j | es |
dc.identifier.doi | 10.1039/c3ob41437j | es |
idus.format.extent | 9 p. | es |
dc.journaltitle | Organic and Biomolecular Chemistry | es |
dc.publication.volumen | 11 | es |
dc.publication.initialPage | 8247 | es |
dc.publication.endPage | 8255 | es |
dc.contributor.funder | Ministerio de Ciencia e Innovación (MICIN). España | |
dc.contributor.funder | Junta de Andalucía | |