An Air- and Water-Stable Iodonium Salt Promoter for Facile Thioglycoside Activation

[Image: see text] The air- and water-stable iodonium salt phenyl(trifluoroethyl)iodonium triflimide is shown to activate thioglycosides for glycosylation at room temperature. Both armed and disarmed thioglycosides rapidly undergo glycosylation in 68–97% yield. The reaction conditions are mild and do...

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Detalles Bibliográficos
Autores principales: Chu, An-Hsiang Adam, Minciunescu, Andrei, Montanari, Vittorio, Kumar, Krishna, Bennett, Clay S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993783/
https://www.ncbi.nlm.nih.gov/pubmed/24597905
http://dx.doi.org/10.1021/ol5004059
Descripción
Sumario:[Image: see text] The air- and water-stable iodonium salt phenyl(trifluoroethyl)iodonium triflimide is shown to activate thioglycosides for glycosylation at room temperature. Both armed and disarmed thioglycosides rapidly undergo glycosylation in 68–97% yield. The reaction conditions are mild and do not require strict exclusion of air and moisture. The operational simplicity of the method should allow experimentalists with a limited synthetic background to construct glycosidic linkages.

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