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Activation of Thioglycosides with Copper(II) Bromide.

ABSTRACT: Reported herein is a new protocol for glycosidation of alkyl and aryl thioglycosides in the presence of copper(II) bromide. While the activation with CuBr2 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.

SUBMITTER: Pooladian F 

PROVIDER: S-EPMC9654402 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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Activation of Thioglycosides with Copper(II) Bromide.

Pooladian Faranak F   Escopy Samira S   Demchenko Alexei V AV  

Molecules (Basel, Switzerland) 20221029 21

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<sub>2</sub> 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. ...[more]

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