Zirconium(IV) Chloride Catalyzed Synthesis of 2,3‐Unsaturated C, N, O, S, and Heteroaromatic Glycosylation in the Ferrier Rearrangement

Abstract

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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Keywords:

• Ferrier rearrangement
• 2,3‐Unsaturated glycopyranosides
• Nucleophiles
• Heteroaromatics
• Protected amino acids
• Zirconium(IV) chloride

Acknowledgment

We are thankful to the director of IICT for his constant encouragement and to CSIR, New Delhi, for the award of fellowship to NRS, MS, and TVG.

Notes

^#IICT Communication No 021011