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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:
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
Descripción
Sumario: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.