An olefin cross-metathesis approach to depudecin and stereoisomeric analogues

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dc.centroFacultad de Cienciases_ES
dc.contributor.authorCheng-Sánchez, Iván
dc.contributor.authorGarcía-Ruiz, Cristina
dc.contributor.authorGuerrero Vásquez, Guillermo A.
dc.contributor.authorSarabia-García, Francisco Ramón
dc.date.accessioned2024-10-10T07:53:34Z
dc.date.available2024-10-10T07:53:34Z
dc.date.created2024
dc.date.issued2017
dc.departamentoQuímica Orgánica
dc.description.abstractA new total synthesis of the natural product (−)-depudecin, a unique and unexplored histone deacetylase (HDAC) inhibitor, is reported. A key feature of the synthesis is the utilization of an olefin cross-metathesis strategy, which provides for an efficient and improved access to natural depudecin, compared with our previous linear synthesis. Featured by its brevity and convergency, our developed synthetic strategy was applied to the preparation of the 10-epi derivative and the enantiomer of depudecin, which represent interesting stereoisomeric analogues for structure–activityes_ES
dc.description.sponsorshipThis work was financially supported by the Ministerio de Economı́a y Competitividad (MINECO) (ref CTQ2014-60223-R). I.C.-S. thanks Ministerio de Educación, Cultura y Deporte, for a predoctoral fellowship (FPU programme). G.A.G.-V. thanks University of Málaga for a postdoctoral fellowship (ICE-Andalucia TECH programme). The authors thank Dr. J. I. Trujillo from Pfizer (Groton, CT) for assistance in the preparation of this manuscript. The authors thank the Unidad de Espectroscopía de Masas and the NMR facility of the University of Málaga for exact mass and NMR spectroscopic assistance.es_ES
dc.identifier.citationCheng-Sánchez, I.; García-Ruiz, C.; Guerrero-Vasquez, G.; Sarabia, F. An olefin cross-metathesis approach to depudecin and stereoisomeric analogues. J. Org. Chem. 2017, 82, 9, 4744-4757 https://doi.org/10.1021/acs.joc.7b00424es_ES
dc.identifier.doi10.1021/acs.joc.7b00424
dc.identifier.urihttps://hdl.handle.net/10630/34594
dc.language.isoenges_ES
dc.publisherACSes_ES
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 Internacional*
dc.rights.accessRightsopen accesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectPolímeroses_ES
dc.subject.otheralcoholses_ES
dc.subject.otherhydrocarbonses_ES
dc.subject.othermixtureses_ES
dc.subject.otherorganic polymerses_ES
dc.subject.othersilicaes_ES
dc.titleAn olefin cross-metathesis approach to depudecin and stereoisomeric analogueses_ES
dc.typejournal articlees_ES
dc.type.hasVersionAMes_ES
dspace.entity.typePublication
relation.isAuthorOfPublication3dce8614-7799-4dd4-9e65-42c1e58ad152
relation.isAuthorOfPublication.latestForDiscovery3dce8614-7799-4dd4-9e65-42c1e58ad152

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