Title: A straightforward alpha-selective aromatic glycosylation and its application for stereospecific synthesis of 4-methylumbelliferyl alpha-T-antigen
Authors: Chang, Shih-Sheng
Lin, Chun-Cheng
Li, Yaw-Kuen
Mong, Kwok-Kong Tony
Department of Applied Chemistry
Keywords: Stereoselective;Aromatic;Glycosylation;Imidate;alpha-T-Antigen
Issue Date: 10-Mar-2009
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. (C) 2008 Elsevier Ltd. All rights reserved.
URI: http://dx.doi.org/10.1016/j.carres.2008.12.013
ISSN: 0008-6215
DOI: 10.1016/j.carres.2008.12.013
Volume: 344
Issue: 4
Begin Page: 432
End Page: 438
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