Large‐scale Synthesis of Per‐O‐acetylated Saccharides and Their Sequential Transformation to Glycosyl Bromides and Thioglycosides

Abstract

This work describes a large‐scale synthesis of per‐O‐acetylated mono‐ and disaccharides using a stoichiometric amount of acetic anhydride in the presence of LiClO₄ under solvent‐free conditions. The peracetylated saccharides underwent subsequent anomeric bromination and thioglycosidation in one‐pot to yield synthetically valuable building blocks.

Keywords:

• Acetylation
• LiClO₄
• One‐pot synthesis
• Glycosyl bromides
• Thioglycosides

Acknowledgments

The authors thank Academia Sinica, National Tsing Hua University, and the National Science Council of Taiwan for financial support.