Indium(III) Triflate–Mediated One-Step Preparation of Glycosyl Halides from Free Sugars

Abstract

In(OTf)₃ has been found to be an efficient catalyst for the direct conversion of reducing sugars to their respective acylated glycosyl halides in good yields under mild conditions. The glycosyl halides so obtained can be converted to alkyl glycosides in the same pot by reacting them with the respective alcohols in good yield.

Keywords:

• Glycoside synthesis
• indium(III) triflate
• Lewis acid
• one-step glycosyl halide synthesis

ACKNOWLEDGMENT

We thank the Department of Science and Technology, New Delhi, India, for financial support.

Notes

Presented in part at CARBO-XXII, Meeting of the Association of Carbohydrate Chemists and Technologists India, 13–15 December 2007, NIPER, S.A.S. Nagar, India.