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Original Articles

Zn(II) Triflate-Catalyzed N-Glycosylation: Synthesis of Sulfonamide and Amide Functionalized 2,3-Unsaturated Glycosides

, &
Pages 133-144 | Received 04 Jan 2015, Accepted 10 Feb 2015, Published online: 08 Apr 2015
 

GRAPHICAL ABSTRACT

A highly efficient and mild method for the synthesis of glycosyl sulfonamides and glycosyl amides from glycal has been described using Zn(OTf)2 as an economical and environmentally friendly catalyst. Various N-nucleophiles comprising sulfonamides, benzamides, and carbamates were glycosylated with glycals to obtain corresponding 2,3-unsaturated N-glycosides in good yields.

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