DISAL Glycosyl Donors for the Synthesis of a Linear Hexasaccharide under Mild Conditions
Organic Letters2003Vol. 5(8), pp. 1309–1312
Citations Over TimeTop 22% of 2003 papers
Abstract
[reaction: see text] The new class of glycosyl donors with a methyl 3,5-dinitrosalicylate (DISAL) anomeric leaving group has proved efficient for glycosylation under strictly neutral, mildly basic, or mildly acidic conditions. Here, we report the synthesis of novel DISAL disaccharide glycosyl donors prepared by easy nucleophilic aromatic substitution. These DISAL donors proved efficient in the synthesis of a starch-related hexasaccharide under very mild conditions. Glycosylations proceeded with alpha-selectivity and were compatible with Trt protecting groups.
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