Arabinofuranosides from Mycobacteria: Synthesis of a Highly Branched Hexasaccharide and Related Fragments Containing β-Arabinofuranosyl Residues
- 10 January 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 67 (3) , 892-903
- https://doi.org/10.1021/jo010910e
Abstract
The synthesis of 11 oligosaccharides (4−14) containing β-arabinofuranosyl residues is reported. The glycans are all fragments of two polysaccharides, arabinogalactan and lipoarabinomannan, which are found in the cell wall complex of mycobacteria. In the preparation of the targets, the key step was a low-temperature glycosylation reaction that installed the β-arabinofuranosyl residues with good to excellent stereocontrol.Keywords
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