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dc.contributor.authorGonzález Saiz, Beatriz 
dc.contributor.authorCarreira Barral, Israel 
dc.contributor.authorPertejo Fernández, Pablo
dc.contributor.authorGómez Ayuso, Javier 
dc.contributor.authorQuesada Pato, Roberto 
dc.contributor.authorGarcía Valverde, María 
dc.date.accessioned2022-07-20T11:04:53Z
dc.date.available2022-07-20T11:04:53Z
dc.date.issued2022-07
dc.identifier.issn0022-3263
dc.identifier.urihttp://hdl.handle.net/10259/6777
dc.description.abstractThe diastereoselective synthesis of two families of pyrrolopiperazine-2,6-diones is presented. These compounds were prepared by one-pot Ugi/nucleophilic substitution/N-acylation/debenzoylation/(elimination) sequences. This novel route provides straightforward access to a wide variety of pyrrolopiperazine-2,6-diones with high chemical yields and complete diastereoselectivities. The proposed synthetic strategy poses a significant improvement compared to the syntheses of pyrrolopiperazine-2,6-diones previously described, as it allows introduction of different substituents to the C4 position and the diastereoselective generation of a new stereogenic center on the bridgehead carbon (C8a).en
dc.description.sponsorshipFunding from Consejería de Educación de la Junta de Castilla y León and FEDER (project BU075G19 and project BU067P20) and MCIN/AEI/10.13039/501100011033 (grant PID2020-117610RB-I00) is gratefully acknowledged. B.G.-S. and J.G.-A. thank Consejería de Educación de la Junta de Castilla y León for their predoctoral contracts. We also thank Inés María del Olmo for her contributions to the synthesis of some of the reported compounds.en
dc.format.mimetypeapplication/pdf
dc.language.isoenges
dc.publisherAmerican Chemical Societyen
dc.relation.ispartofThe Journal of Organic Chemistry. 2022, V. 87, n. 14, p. 9391–9398en
dc.rightsAtribución 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectAnionsen
dc.subjectCesiumen
dc.subjectInorganic carbon compoundsen
dc.subjectMixturesen
dc.subjectSolventsen
dc.subject.otherQuímica orgánicaes
dc.subject.otherChemistry, Organicen
dc.titleOne-Pot Diastereoselective Synthesis of Pyrrolopiperazine-2,6-diones by a Ugi/Nucleophilic Substitution/N-Acylation Sequenceen
dc.typeinfo:eu-repo/semantics/articlees
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses
dc.relation.publisherversionhttps://doi.org/10.1021/acs.joc.2c00694es
dc.identifier.doi10.1021/acs.joc.2c00694
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-117610RB-I00/ES/SMALL MOLECULE TRANSMEMBRANE ANION CARRIERS FOR BIOLOGICAL APPLICATIONSes
dc.relation.projectIDinfo:eu-repo/grantAgreement/Junta de Castilla y León//BU067P20es
dc.relation.projectIDinfo:eu-repo/grantAgreement/Junta de Castilla y León//BU075G19es
dc.identifier.essn1520-6904
dc.journal.titleThe Journal of Organic Chemistryen
dc.volume.number87es
dc.issue.number14es
dc.page.initial9391es
dc.page.final9398es
dc.type.hasVersioninfo:eu-repo/semantics/publishedVersiones


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