Leiden University Scholarly Publications

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Wang, L.; Zhang, Y.; Overkleeft, H.S.; Marel, G.A. van der; Codée, J.D.C. (2020)

Reagent controlled glycosylations for the assembly of well-defined Pel oligosaccharides

Article / Letter to editor
A new additive, methyl(phenyl)formamide (MPF), is introduced for the glycosylation of 2-azido-2-deoxyglucose building blocks. A linear α-(1,4)-glucosamine tetrasaccharide was assembled to prove the utility of MPF. Next, a hexasaccharide fragment of the Pseudomonas aeruginosa exopolysaccharide Pel was assembled using a [2+2+2] strategy modulated by MPF. The used [galactosazide-α-(1,4)-glucosazide] disaccharide building blocks were synthesized using a 4,6-O-DTBS protected galactosyl azide donor.
All authors
Wang, L.; Zhang, Y.; Overkleeft, H.S.; Marel, G.A. van der; Codée, J.D.C.
Date
2020-05-07
Journal
Journal of Organic Chemistry
Volume
85
Issue
24
Pages
15872 - 15884
DOI
doi:10.1021/acs.joc.0c00703
Link
https://pubs.acs.org/doi/abs/10.1021/acs.joc.0c00703