A Rapid Synthesis of Pyranoid Glycals Promoted by β-Cyclodextrin and Ultrasound

✍ Scribed by Jinzhong Zhao; Huawu Shao; Xin Wu; Shaojing Shi

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 108 KB
• Volume: 29
• Category: Article
• ISSN: 0256-7660
• DOI: 10.1002/cjoc.201180263

✦ Synopsis

A convenient and environmentally benign procedure for the synthesis of glycals from glycosyl bromides with very low zinc dust loading (1.5 equiv.) is described. The process is activated by β-cyclodextrin and ultrasound. Based on 19 samples, this method has been demonstrated to be highly effective for a broad range of glycosyl bromides, including acid-or base-sensitive and disaccharide glycosyl bromides. A yield of 85%-96% of glycals was obtained.