dc.creator | Moya López, Juan Francisco | es |
dc.creator | Elhalem, Eleonora | es |
dc.creator | Recio Jiménez, Rocío | es |
dc.creator | Álvarez González, Eleuterio | es |
dc.creator | Fernández Fernández, Inmaculada | es |
dc.creator | Khiar, Noureddine | es |
dc.date.accessioned | 2016-06-21T10:14:38Z | |
dc.date.available | 2016-06-21T10:14:38Z | |
dc.date.issued | 2015 | |
dc.identifier.citation | Moya López, J.F., Elhalem, E., Recio Jiménez, R., Álvarez González, E., Fernández Fernández, I. y Khiar, N. (2015). Studies on the diastereoselective oxidation of 1-thio-β-D-glucopyranosides: synthesis of the usually less favoured RS sulfoxide as a single diastereoisomer. Organic and Biomolecular Chemistry, 13 (6), 1904-1914. | |
dc.identifier.issn | 1477-0520 | es |
dc.identifier.uri | http://hdl.handle.net/11441/42500 | |
dc.description.abstract | A detailed study on the diastereoselective oxidation of 1-thio-β-D-glucopyranosides is reported. It has been shown that the sense and the degree of stereochemical outcome of the oxidation are highly depen- dent on the substituent of the sulfur and on the protective group of the C2–OH. In the case of thioglyco-sides with a bulky aglycone, the mesylation of C2–OH has a significant effect on the stereochemical outcome of the oxidation, affording the usually less favoured RS sulfoxide as a single diastereoisomer. The
absolute configuration of the final sulfinyl glycosides was ascertained by NMR analysis and corroborated by X-ray crystallography. | es |
dc.description.sponsorship | Ministerio de Economía y Competitividad CTQ2010-21755-CO2-01, CTQ2010- 21755-CO2-01, CTQ2013-49066-C2-1-R, CTQ2013-49066-C2-2-R | es |
dc.description.sponsorship | Junta de Andalucía P11-FQM-8046 | es |
dc.format | application/pdf | es |
dc.language.iso | eng | es |
dc.publisher | Royal Society of Chemistry | es |
dc.relation.ispartof | Organic and Biomolecular Chemistry, 13 (6), 1904-1914. | |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.subject | Crystallography | es |
dc.subject | Oxidation | es |
dc.subject | Stereoselectivity | es |
dc.title | Studies on the diastereoselective oxidation of 1-thio-β-D-glucopyranosides: synthesis of the usually less favoured RS sulfoxide as a single diastereoisomer | 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 y Farmacéutica | es |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO/CTQ2010-21755-CO2-01 | es |
dc.relation.projectID | CTQ2010- 21755-CO2-01 | es |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO/CTQ2013-49066-C2-1-R | es |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO/CTQ2013-49066-C2-2-R | es |
dc.relation.projectID | P11-FQM-8046 | es |
dc.relation.publisherversion | 10.1039/c4ob02030h | es |
dc.relation.publisherversion | http://dx.doi.org/10.1039/c4ob02030h | es |
dc.identifier.doi | 10.1039/c4ob02030h | es |
idus.format.extent | 11 p. | es |
dc.journaltitle | Organic and Biomolecular Chemistry | es |
dc.publication.volumen | 13 | es |
dc.publication.issue | 6 | es |
dc.publication.initialPage | 1904 | es |
dc.publication.endPage | 1914 | es |
dc.identifier.idus | https://idus.us.es/xmlui/handle/11441/42500 | |
dc.contributor.funder | Ministerio de Economía y Competitividad (MINECO). España | |
dc.contributor.funder | Junta de Andalucía | |