A novel greener glycosidation using an acid–ionic liquid containing a protic acid

✍ Scribed by Kaname Sasaki; Hideyuki Nagai; Shuichi Matsumura; Kazunobu Toshima

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 194 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)01376-5

✦ Synopsis

The glycosidations of glucopyranosyl diethyl phosphite and alcohols using an ionic liquid, 1-n-hexyl-3-methylimidazolium trifluoromethanesulfonimidide (C 6 mim[NTf 2 ]) containing a protic acid, trifluoromethanesulfonimide (HNTf 2 ), as a novel solvent-catalyst system, effectively proceeded under mild conditions to give the corresponding glycosides in good to high yields. Furthermore, this acid-ionic liquid combination could be reused many times for the glycosidations without any loss in efficiency.