Iridium(I)-Catalyzed Intramolecular Hydrocarbonation of Alkenes: Efficient Access to Cyclic Systems Bearing Quaternary Stereocenters

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dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Molecularesgl
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Química Orgánicagl
dc.contributor.authorFernández Fernández, David
dc.contributor.authorGulías Costa, Moisés
dc.contributor.authorMascareñas Cid, José Luis
dc.contributor.authorLópez García, Fernando
dc.date.accessioned2017-08-31T07:46:55Z
dc.date.available2018-07-12T01:00:10Z
dc.date.issued2017-07-12
dc.descriptionThis is the peer reviewed version of the following article: David Fernández, Moisés Gulías, José L. Mascareñas, Fernando López (2017), Iridium (I)-Catalyzed Intramolecular Hydrocarbonation of Alkenes: Efficient Access to Cyclic Systems Bearing Quaternary Stereocenters, Angew. Chem. Int. Ed., 56, 9541-9545 [doi: 10.1002/anie.201705105]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving
dc.description.abstractA catalytic, versatile and atom-economical C−H functionalization process that provides a wide variety of cyclic systems featuring methyl-substituted quaternary stereocenters is described. The method relies on the use of a cationic IrI–bisphosphine catalyst, which promotes a carboxamide-assisted activation of an olefinic C(sp2)−H bond followed by exo-cyclization to a tethered 1,1-disubstituted alkene. The extension of the method to aromatic and heteroaromatic C−H bonds, as well as developments on an enantioselective variant, are also describedgl
dc.description.peerreviewedSIgl
dc.description.sponsorshipThis work has received financial support from the spanish MINECO grants (SAF2016-76689-R, CTQ2016-77047-P), Xunta de Galicia (GRC2013-041, 2015-CP082 and Centro Singular de Investigación de Galicia accreditation 2016–2019 ED431G/09), the European Union (European Regional Development Fund – ERDF) and ERC (Adv. Grant No. 340055). D.F.F. thanks the MINECO for a fellowship. The Orfeo-Cinqa network CTQ2014-51912-REDC is kindly acknowledgedgl
dc.identifier.citationDavid Fernández, Moisés Gulías, José L. Mascareñas, Fernando López (2017), Iridium (I)-Catalyzed Intramolecular Hydrocarbonation of Alkenes: Efficient Access to Cyclic Systems Bearing Quaternary Stereocenters, Angew. Chem. Int. Ed., 56, 9541-9545 [doi: 10.1002/anie.201705105]gl
dc.identifier.doi10.1002/anie.201705105
dc.identifier.essn1521-3773
dc.identifier.urihttp://hdl.handle.net/10347/15752
dc.language.isoenggl
dc.publisherWileygl
dc.relation.projectIDinfo:eu-repo/grantAgreement/EC/FP7/340055
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2016-76689-R/ES
dc.relation.publisherversionhttp://dx.doi.org/10.1002/anie.201705105gl
dc.rights© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheimgl
dc.rights.accessRightsopen accessgl
dc.subjectC−H activation
dc.subjectAsymmetric catalysis
dc.subjectHydroalkenylation
dc.subjectHydroarylation
dc.subjectIridium
dc.subject.classificationMaterias::Investigación::23 Química::2302 Bioquímica
dc.titleIridium(I)-Catalyzed Intramolecular Hydrocarbonation of Alkenes: Efficient Access to Cyclic Systems Bearing Quaternary Stereocentersgl
dc.typejournal articlegl
dc.type.hasVersionAMgl
dspace.entity.typePublication
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