Abstract
AbstractOligoarabinofuranosides 1−4, fragments of the arabinan components found in the mycobacterial cell wall have been synthesized. 1 and 2 are representative of the structural features of the internal core of arabinogalactan, arabinomannan and lipoarabinomannans. 3 is the capping motif of the lipoarabinomannan of Mycobacterium tuberculosis and M. bovis BCG while 4 is the hexasaccharide found at the non‐reducing end of arabinogalactan. Complete stereocontrol was achieved for the elaboration of glycosidic linkages between arabinofuranoside units: α‐glycosides were obtained by participation of an ester or carbonate group on the 2‐position, while β‐arabinofuranosides were secured by an internal aglycon delivery approach. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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