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Metal-Free Diastereo- and Enantioselective Dearomative Formal [3+2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters

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Metal-Free Diastereo- and Enantioselective Dearomative Formal [3+2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters

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dc.contributor.author Laviós, Adrian es_ES
dc.contributor.author Sanz-Marco, Amparo 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.contributor.author Blay, Gonzalo es_ES
dc.date.accessioned 2023-10-19T18:02:12Z
dc.date.available 2023-10-19T18:02:12Z
dc.date.issued 2022-03-25 es_ES
dc.identifier.issn 1523-7060 es_ES
dc.identifier.uri http://hdl.handle.net/10251/198425
dc.description.abstract [EN] The diastereo- and enantioselective dearomative formal [3 + 2] cycloaddition of 2-nitrobenzofurans and alpha-aryl-alpha isocyanoacetate esters provides tricyclic compounds bearing the 3a,8b-dihydro-1H-benzofuro[2,3-c]pyrrole framework with three consecutive stereogenic centers. The reaction was enabled by a cupreine-ether organocatalyst. The reaction products were obtained with almost full diastereoselectivity and with excellent enantiomeric excesses for a number of substituted 2-nitrobenzofurans and isocyanoacetates. es_ES
dc.description.sponsorship We acknowledge grant PID2020-116944GB-100 funded by MCIN/AEI/10.13039/501100011033 and by the "European Union Next Generation EU/PRTR", grant RyC-2016-20187 funded by MCIN/AEI/10.13039/501100011033 and by "ESF Investing in your future" to C.V., and grant FPU18/03038 funded by MEC to A.L. We acknowledge access to the NMR, MS, and X-ray facilities from the Servei Central de Suport a la Investigacio Experimental (SCSIE)-UV. Dedicated to Professor Joan Bosch, Universitat de Barcelona, on the occasion of his 75th birthday. es_ES
dc.language Inglés es_ES
dc.publisher American Chemical Society es_ES
dc.relation.ispartof Organic Letters es_ES
dc.rights Reconocimiento (by) es_ES
dc.subject.classification FISICA APLICADA es_ES
dc.title Metal-Free Diastereo- and Enantioselective Dearomative Formal [3+2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1021/acs.orglett.2c00427 es_ES
dc.relation.projectID info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-116944GB-I00/ES/ESTRATEGIAS CATALITICAS ASIMETRICAS PARA LA SINTESIS DE NUEVAS ENTIDADES QUIMICAS QUIRALES CON POTENCIAL INTERES FARMACOLOGICO/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MCIU//RYC-2016-20187//Ayudas para contratos Ramón y Cajal/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MCIU//FPU18%2F03038//Ayudas para la Formación del Profesorado Universitario/ es_ES
dc.rights.accessRights Abierto 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 Laviós, A.; Sanz-Marco, A.; Vila, C.; Muñoz Roca, MDC.; Pedro, JR.; Blay, G. (2022). Metal-Free Diastereo- and Enantioselective Dearomative Formal [3+2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters. Organic Letters. 24(11):2149-2154. https://doi.org/10.1021/acs.orglett.2c00427 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1021/acs.orglett.2c00427 es_ES
dc.description.upvformatpinicio 2149 es_ES
dc.description.upvformatpfin 2154 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 24 es_ES
dc.description.issue 11 es_ES
dc.identifier.pmid 35293212 es_ES
dc.identifier.pmcid PMC8961877 es_ES
dc.relation.pasarela S\460600 es_ES
dc.contributor.funder Agencia Estatal de Investigación es_ES
dc.contributor.funder Ministerio de Ciencia, Innovación y Universidades es_ES


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