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Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines

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Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines

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dc.contributor.author De Munck, Lode es_ES
dc.contributor.author Vila, Carlos es_ES
dc.contributor.author Muñoz Roca, María del Carmen es_ES
dc.contributor.author Pedro, José R. es_ES
dc.date.accessioned 2017-03-20T15:36:12Z
dc.date.available 2017-03-20T15:36:12Z
dc.date.issued 2016-12-05
dc.identifier.issn 0947-6539
dc.identifier.uri http://hdl.handle.net/10251/78864
dc.description.abstract A catalytic highly enantioselective aza-Reformatsky reaction with cyclic aldimines and ketimines for the synthesis of chiral b-amino esters with good yields and excellent enantioselectivities is reported.Areadily available diaryl prolinol is used as a chiral ligand, ZnMe2 as a zinc source and ethyl iodoacetate as reagent in the presence of air atmosphere. The reaction with cyclic ketimines generates a quaternary stereocenter with excellent levels of enantioselectivity. Furthermore, five-membered N-sulfonyl ketimines were used as electrophiles with good enantiomeric excesses, under the optimized reaction conditions. Moreover, several chemical transformations were performed with the chiral b-amino esters. es_ES
dc.description.sponsorship Financial support from the MINECO (Gobierno de Espana; CTQ2013-47494-P). L.D.M. thanks the Generalitat Valenciana for a predoctoral grant. C.V. thanks MINECO for a JdC contract. Access to NMR, MS and X-ray facilities from the Servei central de suport a la investigacio experimental (SCSIE)-UV is also acknowledged. en_EN
dc.language Inglés es_ES
dc.publisher Wiley es_ES
dc.relation.ispartof Chemistry - A European Journal es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Asymmetric catalysis es_ES
dc.subject Cyclic ketimines es_ES
dc.subject Reformatsky reaction es_ES
dc.subject Zinc es_ES
dc.subject Beta-amino ester es_ES
dc.subject.classification FISICA APLICADA es_ES
dc.title Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1002/chem.201604606
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2013-47494-P/ES/NUEVOS RETOS EN EL DESARROLLO DE PROCESOS ENANTIOSELECTIVOS DE FORMACION DE ENLACES C-C MEDIANTE CATALISIS DUAL COOPERATIVA./ 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.contributor.affiliation Universitat Politècnica de València. Escuela Técnica Superior de Ingeniería del Diseño - Escola Tècnica Superior d'Enginyeria del Disseny es_ES
dc.description.bibliographicCitation De Munck, L.; Vila, C.; Muñoz Roca, MDC.; Pedro, JR. (2016). Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines. Chemistry - A European Journal. 22(49):17590-17594. https://doi.org/10.1002/chem.201604606 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://dx.doi.org/10.1002/chem.201604606 es_ES
dc.description.upvformatpinicio 17590 es_ES
dc.description.upvformatpfin 17594 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 22 es_ES
dc.description.issue 49 es_ES
dc.relation.senia 322587 es_ES
dc.identifier.eissn 1521-3765
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
dc.contributor.funder Generalitat Valenciana es_ES


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