2026-04-29T20:04:04Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/42792022-04-29T12:02:48Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Velasco, Rocío
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500
Silva López, Carlos
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500
Nieto Faza, Olalla .
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500
Sanz Díez, Roberto
531
500
2016-11-22T09:36:20Z
2017-10-10T02:45:06Z
2016-10
0947-6539
http://hdl.handle.net/10259/4279
By 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 pathway
Junta de Castilla yLejnandFEDER (BU237U13 and BU076U16) and Ministerio de Econom&ayCompetitividad (MINECO) and FEDER (CTQ2013-48937-C2-1Pand 2-P)
application/pdf
eng
Wiley-VCH Verlag
Chemistry-a european journal. 2015, V. 22, n. 42, p. 15058–15068
http://dx.doi.org/10.1002/chem.201602254
density functio nal calculations
lithiation
oxygenheterocycles
reaction mechanisms
Wittig rearrangement
Chemistry, Organic
Química orgánica
Exploring the Reactivity of α-Lithiated Aryl Benzyl Ethers: Inhibition of the [1,2]-Wittig Rearrangement and the Mechanistic Proposal Revisited
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
info:eu-repo/semantics/openAccess
THUMBNAIL
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ORIGINAL
Velasco-CEJ_2016.pdf
Velasco-CEJ_2016.pdf
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https://riubu.ubu.es/bitstream/10259/4279/1/Velasco-CEJ_2016.pdf
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LICENSE
license.txt
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https://riubu.ubu.es/bitstream/10259/4279/2/license.txt
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TEXT
Velasco-CEJ_2016.pdf.txt
Velasco-CEJ_2016.pdf.txt
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10259/4279
oai:riubu.ubu.es:10259/4279
2022-04-29 14:02:48.101
Repositorio Institucional de la Universidad de Burgos
bubrep@ubu.es
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