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Carbohydr Res. 2009 Mar 10;344(4):432-8. doi: 10.1016/j.carres.2008.12.013. Epub 2008 Dec 25.

A straightforward alpha-selective aromatic glycosylation and its application for stereospecific synthesis of 4-methylumbelliferyl alpha-T-antigen.

Author information

1
Department of Applied Chemistry, National Chiao Tung University, Taiwan, ROC.

Abstract

A practical and efficient alpha-selective aromatic glycosylation with simple per-O-acetyl glycopyranosyl trichloroacetimidates is reported. The method is particularly effective for L-fucosyl and 2-azido-2-deoxy-D-galatosaminyl imidates, with which exclusive alpha-selectivity was achieved. The synthetic utility of this method was demonstrated in the stereoselective synthesis of 4-methylumbelliferyl alpha-T-antigen.

PMID:
19131049
DOI:
10.1016/j.carres.2008.12.013
[Indexed for MEDLINE]

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