dc.contributor.author |
Martinez-Pardo, Pablo
|
es_ES |
dc.contributor.author |
Blay, Gonzalo
|
es_ES |
dc.contributor.author |
Vila, Carlos
|
es_ES |
dc.contributor.author |
Sanz-Marco, Amparo
|
es_ES |
dc.contributor.author |
Muñoz Roca, María Del Carmen
|
es_ES |
dc.contributor.author |
Pedro, Jose R.
|
es_ES |
dc.date.accessioned |
2020-07-10T03:31:32Z |
|
dc.date.available |
2020-07-10T03:31:32Z |
|
dc.date.issued |
2019 |
es_ES |
dc.identifier.issn |
0022-3263 |
es_ES |
dc.identifier.uri |
http://hdl.handle.net/10251/147736 |
|
dc.description.abstract |
[EN] The first enantioselective formal [3 + 2] cycloaddition between ¿-isocyanoesters and trifluoromethylketones to give 5-trifluoromethyl-2-oxazolines bearing two contiguous stereogenic centers, one of them being a quaternary stereocenter substituted with a CF3 group, has been developed. The reaction is based upon a multicatalytic approach that combines a bifunctional Brønsted base-squaramide organocatalyst and Ag+ as Lewis acid. The reaction could be achieved with a range of aryl and heteroaryl trifluoromethyl ketones, and the resulting oxazolines were obtained with good to excellent diastereo- and enantioselectivity. |
es_ES |
dc.description.sponsorship |
Financial support from the MINECO and FEDER (CTQ2017-84900-P). Access to NMR and MS facilities from SCSIE-UV. C.V. thanks the Spanish Government for a Ramon y Cajal contract (RyC-2016-20187). A.S.-M. thanks the Generalitat Valenciana and Fondo Social Europeo for a postdoctoral grant (APOST/2016/139). |
es_ES |
dc.language |
Inglés |
es_ES |
dc.publisher |
American Chemical Society |
es_ES |
dc.relation.ispartof |
The Journal of Organic Chemistry |
es_ES |
dc.rights |
Reserva de todos los derechos |
es_ES |
dc.subject.classification |
FISICA APLICADA |
es_ES |
dc.title |
Enantioselective Synthesis of 5-Trifluoromethyl-2-oxazolines under Dual Silver/Organocatalysis |
es_ES |
dc.type |
Artículo |
es_ES |
dc.identifier.doi |
10.1021/acs.joc.8b02808 |
es_ES |
dc.relation.projectID |
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2017-84900-P/ES/REACCIONES DE ADICION ENANTIOSELECTIVAS MEDIANTE SISTEMAS MULTICATALITICOS. HERRAMIENTAS PARA LA SINTESIS EFICIENTE DE MOLECULAS CON ACTIVIDAD FARMACOLOGICA/ |
es_ES |
dc.relation.projectID |
info:eu-repo/grantAgreement/MINECO//RYC-2016-20187/ |
es_ES |
dc.relation.projectID |
info:eu-repo/grantAgreement/GVA//APOSTD%2F2016%2F139/ |
es_ES |
dc.rights.accessRights |
Abierto |
es_ES |
dc.contributor.affiliation |
Universitat Politècnica de València. Departamento de Física Aplicada - Departament de Física Aplicada |
es_ES |
dc.description.bibliographicCitation |
Martinez-Pardo, P.; Blay, G.; Vila, C.; Sanz-Marco, A.; Muñoz Roca, MDC.; Pedro, JR. (2019). Enantioselective Synthesis of 5-Trifluoromethyl-2-oxazolines under Dual Silver/Organocatalysis. The Journal of Organic Chemistry. 84(1):314-325. https://doi.org/10.1021/acs.joc.8b02808 |
es_ES |
dc.description.accrualMethod |
S |
es_ES |
dc.relation.publisherversion |
https://doi.org/10.1021/acs.joc.8b02808 |
es_ES |
dc.description.upvformatpinicio |
314 |
es_ES |
dc.description.upvformatpfin |
325 |
es_ES |
dc.type.version |
info:eu-repo/semantics/publishedVersion |
es_ES |
dc.description.volume |
84 |
es_ES |
dc.description.issue |
1 |
es_ES |
dc.identifier.pmid |
30537821 |
es_ES |
dc.identifier.pmcid |
04-01-2019 |
es_ES |
dc.relation.pasarela |
S\392181 |
es_ES |
dc.contributor.funder |
European Social Fund |
es_ES |
dc.contributor.funder |
Generalitat Valenciana |
es_ES |
dc.contributor.funder |
European Regional Development Fund |
es_ES |
dc.contributor.funder |
Agencia Estatal de Investigación |
es_ES |
dc.contributor.funder |
Ministerio de Economía y Competitividad |
es_ES |