One-pot synthesis of per-O-acetylated hemiacetals from free sugars in a deep eutectic solvent.
Free sugars reacted with acetic anhydride in a deep eutectic solvent made from choline chloride and ZnCl2 at 90 °C to afford the corresponding peracetates that on further heating to 100 °C underwent selective deacetylation at the anomeric position to furnish the corresponding peracetylated hemiacetals in good yield.
Department of Dyestuff Technology, Institute of Chemical Technology (formerly UDCT), N. P. Marg, Matunga, Mumbai 400 019, India.
Sunil M
SM
Rokade
Department of Dyestuff Technology, Institute of Chemical Technology (formerly UDCT), N. P. Marg, Matunga, Mumbai 400 019, India. Electronic address: pm.bhate@ictmumbai.edu.in.
Prakash M
PM
Bhate
D000080:Acetals / Q000138:chemical synthesis* / Q000737:chemistry*; D000089:Acetic Anhydrides / Q000737:chemistry; D000107:Acetylation; D060326:Chemistry Techniques, Synthetic; D002712:Chlorides / Q000737:chemistry; D002794:Choline / Q000737:chemistry; D005947:Glucose / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry*; D013696:Temperature; D017967:Zinc Compounds / Q000737:chemistry
D000080:Acetals; D000089:Acetic Anhydrides; D002712:Chlorides; D012997:Solvents; D017967:Zinc Compounds; C031800:acetic anhydride; C016837:zinc chloride; D005947:Glucose; D002794:Choline; D010100:Oxygen
Anomeric deprotection; Deep eutectic solvent; Per-O-acetylated hemiacetals