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. 2001 Sep 12;123(36):8766-72.
doi: 10.1021/ja015968p.

Sulfide-mediated dehydrative glycosylation

H M Nguyen  1 , Y Chen, S G Duron, D Y Gin
Affiliations

Sulfide-mediated dehydrative glycosylation

H M Nguyen et al. J Am Chem Soc. .

Abstract

The development of a new method for glycosylation with 1-hydroxy glycosyl donors employing dialkyl sulfonium reagents is described. The process employs the reagent combination of a dialkyl sulfide and triflic anhydride to effect anomeric bond constructions. This controlled dehydrative coupling of various C(1)-hemiacetal glycosyl donors and nucleophilic acceptors proceeds by way of a sulfide-to-sulfoxide oxidation process in which triflic anhydride serves as the oxidant.

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