1,2,5-ortho esters of d-arabinose were found to be ideally suited building blocks for the stereoselective formation of alpha and beta arabinofuranosidic linkages after nucleophilic opening of the orthoester with oxygen and sulfur nucleophiles; the tetrasaccharidic cap of the lipoarabinomannan of Mycobacterium tuberculosis was then synthesized in a highly convergent manner.
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