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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.

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