Issue 8, 2000

1,2,5-ortho esters of d-arabinose as versatile arabinofuranosidic building blocks. Concise synthesis of the tetrasaccharidic cap of the lipoarabinomannan of Mycobacterium tuberculosis

Abstract

1,2,5-ortho esters of D-arabinose were found to be ideally suited building blocks for the stereoselective formation of α and β 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.

Article information

Article type
Communication
Submitted
01 Feb 2000
Accepted
07 Mar 2000
First published
31 Mar 2000

Chem. Commun., 2000, 659-660

1,2,5-ortho esters of D-arabinose as versatile arabinofuranosidic building blocks. Concise synthesis of the tetrasaccharidic cap of the lipoarabinomannan of Mycobacterium tuberculosis

T. Bamhaoud, S. Sanchez and J. Prandi, Chem. Commun., 2000, 659 DOI: 10.1039/B000873G

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