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Enantioselective Addition of Remote Alkyl Radicals to Double Bonds by Photocatalytic Proton-Coupled Electron Transfer (PCET) Deconstruction of Unstrained Cycloalkanols

dc.contributor.authorSalaverri Mora, Noelia 
dc.contributor.authorCarli, Benedetta
dc.contributor.authorDíaz-Tendero Victoria, Sergio 
dc.contributor.authorMarzo Puerta, Leyre 
dc.contributor.authorAlemán Lara, José Julián 
dc.contributor.otherUAM. Departamento de Química Orgánicaes_ES
dc.date.accessioned2022-07-12T11:53:57Z
dc.date.available2022-07-12T11:53:57Z
dc.date.issued2022-04-01
dc.identifier.citationOrganic Letters 24.17 (2022): 3123–3127es_ES
dc.identifier.issn1523-7060 (print)es_ES
dc.identifier.issn1523-7052 (online)es_ES
dc.identifier.urihttp://hdl.handle.net/10486/703089
dc.description.abstractHerein, we report the enantioselective addition of remote alkyl radicals, generated from the ring opening of unstrained cycloalkanols by a proton-coupled electron transfer (PCET) process, to 2-acyl imidazoles previously coordinated to a rhodium-based chiral Lewis acid. High yields and enantioselectivites up to 99% are achieved in 1 h. Mechanistic investigations support the formation of the remote alkyl radical by a PCET process, and theoretical studies explain the observed stereochemistry in the addition stepen_US
dc.description.sponsorshipFinancial support was provided by the Spanish Government (RTI2018-095038-B-I00, PID2019-110091GB-I00″), “Comunidad de Madrid” and European Structural Funds (S2018/ NMT-4367) and proyectos sinérgicos I+D (Y2020/NMT6469) and Comunidad Autónoma de Madrid (SI1/PJI/2019- 00237). N.S. thanks MINECO for an FPU predoctoral fellowship, and L.M. thanks CAM for an “Atracción de Talento Investigador” contract (2017-T2/AMB-5037). We acknowledge the generous allocation of computer time at the Centro de Computación Científica at the Universidad Autónoma de Madrid (CCC-UAM)en_US
dc.format.extent5 pag.es_ES
dc.format.mimetypeapplication/pdfen_US
dc.language.isoengen
dc.publisherAmerican Chemical Societyen_US
dc.relation.ispartofOrganic Lettersen_US
dc.rights© 2022 The Authorses_ES
dc.titleEnantioselective Addition of Remote Alkyl Radicals to Double Bonds by Photocatalytic Proton-Coupled Electron Transfer (PCET) Deconstruction of Unstrained Cycloalkanolsen_US
dc.typearticleen_US
dc.subject.ecienciaQuímicaes_ES
dc.relation.publisherversionhttps://doi.org/10.1021/acs.orglett.2c00662es_ES
dc.identifier.doi10.1021/acs.orglett.2c00662es_ES
dc.identifier.publicationfirstpage3123es_ES
dc.identifier.publicationissue17es_ES
dc.identifier.publicationlastpage3127es_ES
dc.identifier.publicationvolume24es_ES
dc.relation.projectIDGobierno de España. RTI2018-095038-B-I00es_ES
dc.relation.projectIDGobierno de España. PID2019-110091GB-I00es_ES
dc.relation.projectIDComunidad de Madrid. SI1/PJI/2019- 00237es_ES
dc.type.versioninfo:eu-repo/semantics/publishedVersiones_ES
dc.rights.ccReconocimientoes_ES
dc.rights.accessRightsopenAccessen_US
dc.facultadUAMFacultad de Cienciases_ES
dc.institutoUAMInstituto de Investigación Avanzada en Ciencias Químicas (IAdChem)es_ES


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