Journal
ORGANIC LETTERS
Volume 13, Issue 19, Pages 5168-5171Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol202042h
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Funding
- Programme for Research in Third-Level Institutions (PRTLI cycle-3)
- Science Foundation Ireland [PI/IN1/B966]
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The synthesis of S-glycosphingolipids based on uronic acids is described. These compounds are analogous to the highly immunostimulatory antigens isolated from the cell walls of bacteria of the Sphingomonas family. Key to the synthetic route is a stereoselective anomerization to give alpha-glycosyl thiol precursors. A route to a sphinganine precursor from pseudoephedrine glycinamide is also described.
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