AI Article Synopsis
- * Thioglycosides and glycosyl trichloroacetimidate were employed as glycosyl donors and optimized with specific activators (NIS and TMSOTf) for effective reactions.
- * The synthesis process yielded excellent stereochemical outcomes in all glycosylation reactions conducted.
Article Abstract
Synthesis of the pentasaccharide repeating unit of the cell O-polysaccharide produced by Salmonella milwaukee O:43 strain (group U) has been achieved in very good yield adopting a convergent stereoselective [3 + 2] block glycosylation strategy. Thioglycosides and glycosyl trichloroacetimidate derivative were used as glycosyl donors in the presence of a combination of N-iodosuccinimide (NIS) and trimethylsilyl trifluoromethanesulfonate (TMSOTf) as thiophilic activator and TMSOTf as trichloroacetimidate activator respectively. The stereochemical outcome of all glycosylation reactions was excellent.
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| http://dx.doi.org/10.1016/j.carres.2024.109176 | DOI Listing |
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