β-Selective glycosylation using O-aryl protected glycosyl donors.

08:00 EDT 7th June 2019 | BioPortfolio

Summary of "β-Selective glycosylation using O-aryl protected glycosyl donors."

Novel glycosyl donors possessing several para-substituted O-aryl protecting groups that are introduced using diaryliodonium triflate have been developed, and their glycosylation stereoselectivity was evaluated. β-Selective glycosylation was achieved using thioglycosides protected by 4-nitrophenyl (NP) groups. Analysis of the stereoselectivity of several glycosyl donors indicated that β-glycosides are obtained through an SN2-like displacement from the corresponding α-glycosyl triflate. The NP group can be removed by reduction of the nitro group and acylation, followed by ammonium hexanitratocerate (IV) (CAN) oxidation.


Journal Details

This article was published in the following journal.

Name: Chemistry, an Asian journal
ISSN: 1861-471X


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