4.0 Article

Zirconium(IV) chloride catalyzed synthesis of 2,3-unsaturated C, N, O, S, and heteroaromatic glycosylation in the ferrier rearrangement

Journal

JOURNAL OF CARBOHYDRATE CHEMISTRY
Volume 23, Issue 6-7, Pages 435-441

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1081/CAR-200040119

Keywords

Ferrier rearrangement; 2,3-unsaturated glycopyranosides; nucleophiles; heteroaromatics; protected amino acids; zirconium(IV) chloride

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The reaction of tri-O-acetyl-D-glucal with nucleophiles to afford the corresponding 2,3-unsaturated glycopyranosides in excellent yields by zirconium(IV) chloride in acetonitrile at ambient temperature has been demonstrated.

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