Synthesis and antioxidant activity of a novel class of 4, 6-O-protected O-glycosides and their utility in disaccharide synthesis
R Rajaganesh, J Jayakumar, C Sivaraj, N Raaman… - Carbohydrate …, 2010 - Elsevier
BF3· Et2O-catalysed O-glycosylation of 1, 2, 3-tri-O-acetyl-4, 6-O-butylidene-and ethylidene-
β-d-glucopyranose with different aliphatic and aromatic alcohols proceeds for the most part
with complete retention of anomeric configuration. Antioxidant activity of O-glycosides shows
significant inhibition (IC50∼ 77%). 1, 3-Dipolar cycloaddition of terminal alkyne derivatives
of O-glycosides with glycosyl azide results in disaccharides.
β-d-glucopyranose with different aliphatic and aromatic alcohols proceeds for the most part
with complete retention of anomeric configuration. Antioxidant activity of O-glycosides shows
significant inhibition (IC50∼ 77%). 1, 3-Dipolar cycloaddition of terminal alkyne derivatives
of O-glycosides with glycosyl azide results in disaccharides.
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