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dc.contributor.authorVelasco, Rocío
dc.contributor.authorSilva López, Carlos
dc.contributor.authorNieto Faza, Olalla .
dc.contributor.authorSanz Díez, Roberto 
dc.date.accessioned2016-11-22T09:36:20Z
dc.date.available2017-10-10T02:45:06Z
dc.date.issued2016-10
dc.identifier.issn0947-6539
dc.identifier.urihttp://hdl.handle.net/10259/4279
dc.description.abstractBy carefullycontrolling the reactiontemperature,treatment of aryl benzylethers with tBuLi selectivelyleadsto a-lithiation, generating stable organolithiums that can bedirectlytrapped with avariety of selected electro philes,before they can undergo the expected [1,2]-Wittigrear-rangement. This rearrangement has been deeplystudied,both experimentally and computationally,with aryl a-lithiat-ed benzyl ethers bearing different substituents at the arylring. The obtained resultssupport the competence of acon-certedanionic intramolecular addition/elimination sequenceand aradical dissociation/recombination sequence for ex-plaining the tendency of migrationfor aryl groups.Themore favored rearrangementsare found for substrates withelectron-poor aryl groups that favor the anionic pathwayen
dc.description.sponsorshipJunta de Castilla yLejnandFEDER (BU237U13 and BU076U16) and Ministerio de Econom&ayCompetitividad (MINECO) and FEDER (CTQ2013-48937-C2-1Pand 2-P)en
dc.format.mimetypeapplication/pdf
dc.language.isoenges
dc.publisherWiley-VCH Verlagen
dc.relation.ispartofChemistry-a european journal. 2015, V. 22, n. 42, p. 15058–15068en
dc.subjectdensity functio nal calculationsen
dc.subjectlithiationen
dc.subjectoxygenheterocyclesen
dc.subjectreaction mechanismsen
dc.subjectWittig rearrangementen
dc.titleExploring the Reactivity of α-Lithiated Aryl Benzyl Ethers: Inhibition of the [1,2]-Wittig Rearrangement and the Mechanistic Proposal Revisiteden
dc.typeArtículoes
dc.typeinfo:eu-repo/semantics/article
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.relation.publisherversionhttp://dx.doi.org/10.1002/chem.201602254
dc.type.hasVersioninfo:eu-repo/semantics/acceptedVersionen


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