2026-04-17T10:29:22Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/55342021-11-02T12:05:28Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Sedano Labrador, Carlos
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500
Velasco, Rocío
26964306-3e77-432b-b71c-9c9d3022ce45
500
Feberero, Claudia
167
500
0000-0002-7105-9785
Suarez Pantiga, Samuel
544
500
Sanz Díez, Roberto
531
500
2020-10-29T11:25:06Z
2020-10-29T11:25:06Z
2020-08
1523-7060
http://hdl.handle.net/10259/5534
10.1021/acs.orglett.0c02199
1523-7052
The α-lithiobenzyloxy group, easily generated from aryl benzyl ethers by selective α-lithiation with t-BuLi at low temperature, behaves as a directed metalation group (DMG) providing a direct access to o-lithiophenyl α-lithiobenzyl ethers. This ortho-directing effect is reinforced in substrates bearing an additional methoxy group at the meta position. The generated dianions can be reacted with a selection of electrophiles including carboxylic esters and dihalosilanes or germanes, which afford interesting benzofuran, sila(germa)dihydrobenzofuran, and silachroman derivatives from simple aryl benzyl ethers.
Ministerio de Ciencia e Innovación and FEDER (CTQ2016-75023-C2-1-P), and Junta de Castilla y León and FEDER (BU291P18)
application/pdf
eng
American Chemical Society
Organic Letters. 2020, V. 22, n. 16, p. 6365–6369
https://doi.org/10.1021/acs.orglett.0c02199
info:eu-repo/grantAgreement/MICINN/CTQ2016-75023-C2-1-P
info:eu-repo/grantAgreement/JCyL/BU291P18
Functionalization
Ethers
Rearrangement
Reaction products
Pharmaceuticals
Química orgánica
Chemistry, Organic
α-Lithiobenzyloxy as a Directed Metalation Group in ortho-Lithiation Reactions
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
info:eu-repo/semantics/openAccess
Organic Letters
22
16
6365
6369
ORIGINAL
Sedano-ol_2020.pdf
Sedano-ol_2020.pdf
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585133
https://riubu.ubu.es/bitstream/10259/5534/1/Sedano-ol_2020.pdf
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MD5
1
LICENSE
license.txt
license.txt
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https://riubu.ubu.es/bitstream/10259/5534/2/license.txt
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MD5
2
THUMBNAIL
Sedano-ol_2020.pdf.jpg
Sedano-ol_2020.pdf.jpg
IM Thumbnail
image/jpeg
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https://riubu.ubu.es/bitstream/10259/5534/3/Sedano-ol_2020.pdf.jpg
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TEXT
Sedano-ol_2020.pdf.txt
Sedano-ol_2020.pdf.txt
Extracted text
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https://riubu.ubu.es/bitstream/10259/5534/4/Sedano-ol_2020.pdf.txt
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10259/5534
oai:riubu.ubu.es:10259/5534
2021-11-02 13:05:28.764
Repositorio Institucional de la Universidad de Burgos
bubrep@ubu.es
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