Activation of Thioglycosides with Copper(II) Bromide

Reported herein is a new protocol for glycosidation of alkyl and aryl thioglycosides in the presence of copper(II) bromide. While the activation with CuBr(2) alone was proven suitable for reactive glycosyl donors, the activation of less reactive donors was more efficient in the presence of triflic a...

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Detalles Bibliográficos
Autores principales: Pooladian, Faranak, Escopy, Samira, Demchenko, Alexei V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9654402/
https://www.ncbi.nlm.nih.gov/pubmed/36364179
http://dx.doi.org/10.3390/molecules27217354
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author Pooladian, Faranak
Escopy, Samira
Demchenko, Alexei V.
author_facet Pooladian, Faranak
Escopy, Samira
Demchenko, Alexei V.
author_sort Pooladian, Faranak
collection PubMed
description Reported herein is a new protocol for glycosidation of alkyl and aryl thioglycosides in the presence of copper(II) bromide. While the activation with CuBr(2) alone was proven suitable for reactive glycosyl donors, the activation of less reactive donors was more efficient in the presence of triflic acid as an additive. A variety of thioglycoside donors in reactions with different glycosyl acceptors were investigated to determine the initial scope of this reaction.
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spelling pubmed-96544022022-11-15 Activation of Thioglycosides with Copper(II) Bromide Pooladian, Faranak Escopy, Samira Demchenko, Alexei V. Molecules Article Reported herein is a new protocol for glycosidation of alkyl and aryl thioglycosides in the presence of copper(II) bromide. While the activation with CuBr(2) alone was proven suitable for reactive glycosyl donors, the activation of less reactive donors was more efficient in the presence of triflic acid as an additive. A variety of thioglycoside donors in reactions with different glycosyl acceptors were investigated to determine the initial scope of this reaction. MDPI 2022-10-29 /pmc/articles/PMC9654402/ /pubmed/36364179 http://dx.doi.org/10.3390/molecules27217354 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Pooladian, Faranak
Escopy, Samira
Demchenko, Alexei V.
Activation of Thioglycosides with Copper(II) Bromide
title Activation of Thioglycosides with Copper(II) Bromide
title_full Activation of Thioglycosides with Copper(II) Bromide
title_fullStr Activation of Thioglycosides with Copper(II) Bromide
title_full_unstemmed Activation of Thioglycosides with Copper(II) Bromide
title_short Activation of Thioglycosides with Copper(II) Bromide
title_sort activation of thioglycosides with copper(ii) bromide
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9654402/
https://www.ncbi.nlm.nih.gov/pubmed/36364179
http://dx.doi.org/10.3390/molecules27217354
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