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Regioselective Glycosylation Method Using Partially Protected Arabino- and Galactofuranosyl Thioglycosides as Key Glycosylating Substrates and Its Application to One-Pot Synthesis of Oligofuranoses
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Regioselective Glycosylation Method Using Partially Protected Arabino- and Galactofuranosyl Thioglycosides as Key Glycosylating Substrates and Its Application to One-Pot Synthesis of Oligofuranoses

Li-Min DENG, XIA XIA LIU, Xing-Yong LIANG and Jin-Song YANG
Journal of organic chemistry, Vol.77(7), pp.3025-3037
04/06/2012
PMID: 22369586

Abstract

Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides Chemistry Carbohydrates. Nucleosides and nucleotides Preparations and properties Exact sciences and technology Organic Chemistry
We describe in this paper the development of a novel regioselective furanosylation methodology using partially protected furanosyl thioglycosides as central glycosylating building blocks and its application in the efficient one-pot synthesis of a series of linear and branched-type arabino- and galactofuranoside fragments structurally related to the cell wall polysaccharides of Mycobacterium tuberculosis, Streptococcus pneumoniae serostype 35A, and sugar beet.

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