Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Kahne Glycosylation. Comprehensive Organic Name Reactions and Reagents. 1593–1596.
- Published Online: 15 SEP 2010
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The Kahne glycosylation is a convenient synthesis of glycosides and disaccharides or oligosaccharides between glycosyl phenyl sulfoxide and an acceptor in the presence of a glycosylation promoter. This reaction is particularly useful for unreactive acceptors, or the most hindered alcohols. The promoters for this reaction are triflic anhydride (Tf2O) and trimethylsilyl triflate (TMSOTf) in a stoichiometric amount or triflic acid in a catalytic amount. This reaction has been further extended to glycosyl alkyl sulfoxide and glycosyl disulfide. This reaction has been widely applied for the synthesis of glycosides, disaccharides, and oligosaccharides.
- trimethylsilyl triflate (TMSOTf);
- triflic anhydride (Tf2O)