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Article Abstract
Cesium carbonate-mediated anomeric O-alkylation of various protected 2-azido-2-deoxy-d-mannoses with primary triflate electrophiles afforded corresponding 2-azido-2-deoxy-β-mannosides in good yields and excellent anomeric selectivity. In addition, 1,3-dibromo-5,5-dimethylhydantoin was found to be the optimal oxidant for preparation of those 2-azido-2-deoxy-d-mannoses from their corresponding thioglycosides. The utilization of this method was demonstrated in the synthesis of a tetrasaccharide fragment of teichuronic acid containing -acetyl-β-d-mannosaminuronic acid (ManNAcA).
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7799176 | PMC |
| http://dx.doi.org/10.1021/acs.joc.0c02370 | DOI Listing |
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