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Conformational Flexibility as a Tool for Enabling Site-Selective Functionalization of Unactivated sp(3) C-O Bonds in Cyclic Acetals

dc.contributor.authorRomano, Ciro
dc.contributor.authorTalavera, Laura
dc.contributor.authorGómez Bengoa, Enrique
dc.contributor.authorMartín Romo, Rubén
dc.date.accessioned2022-10-04T17:12:57Z
dc.date.available2022-10-04T17:12:57Z
dc.date.issued2022
dc.identifier.citationJournal of the American Chemical Society 144(26) : 11558-11563 (2022)es_ES
dc.identifier.issn0002-7863
dc.identifier.issn1520-5126
dc.identifier.urihttp://hdl.handle.net/10810/57910
dc.description.abstractA dual catalytic manifold that enables site-selective functionalization of unactivated sp(3) C-O bonds in cyclic acetals with aryl and alkyl halides is reported. The reaction is triggered by an appropriate sigma*-p orbital overlap prior to sp(3) C-O cleavage, thus highlighting the importance of conformational flexibility in both reactivity and site selectivity. The protocol is characterized by its excellent chemoselectivity profile, thus offering new vistas for activating strong sigma sp(3) C-O linkages.es_ES
dc.description.sponsorshipWe thank ICIQ, FEDER/MCI-AEI/PGC2018-096839-B-I00, MCIN-PID2019-110008GB-I00, European Research Council (ERC) under European Union's Horizon 2020 research and innovation program (Grant Agreement No. 883756) for financial support. E.G.-B. thanks SGIker (UPV/EHU) for providing human and computational resources. C.R. thanks the European Union's Horizon 2020 and innovation program under the Marie Sklodowska-Curie grant agreement (839980).es_ES
dc.language.isoenges_ES
dc.publisherAmerican Chemical Societyes_ES
dc.relationinfo:eu-repo/grantAgreement/EC/H2020/839980es_ES
dc.relationinfo:eu-repo/grantAgreement/EC/H2020/883756es_ES
dc.relationinfo:eu-repo/grantAgreement/MICIU/PGC2018-096839-B-I00es_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es/*
dc.subjectmicrobial-productiones_ES
dc.subjectalkyl-halideses_ES
dc.subjecth arylationes_ES
dc.subjectalcoholses_ES
dc.subjectplatformes_ES
dc.subjectNies_ES
dc.subjectdeoxygenationes_ES
dc.subjectactivationes_ES
dc.subjectcouplingses_ES
dc.subjectcatalysises_ES
dc.titleConformational Flexibility as a Tool for Enabling Site-Selective Functionalization of Unactivated sp(3) C-O Bonds in Cyclic Acetalses_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holder© 2022 The Authors. Published by American Chemical Society. Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)es_ES
dc.rights.holderAtribución-NoComercial-SinDerivadas 3.0 España*
dc.relation.publisherversionhttps://pubs.acs.org/doi/10.1021/jacs.2c04513es_ES
dc.identifier.doi10.1021/jacs.2c04513
dc.contributor.funderEuropean Commission
dc.departamentoesQuímica orgánica Ies_ES
dc.departamentoeuKimika organikoa Ies_ES


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© 2022 The Authors. Published by American Chemical Society. Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
Except where otherwise noted, this item's license is described as © 2022 The Authors. Published by American Chemical Society. Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)