One-pot synthesis of per-O-acetylated thioglycosides from unprotected reducing sugars.
A sequential per-O-acetylation and thioglycosidation of unprotected reducing sugars using a stoichiometric quantity of acetic anhydride and alkyl- or arylthiols is reported. These reactions, which are catalyzed by BF3.OEt2, together constitute an efficient one-pot method for the synthesis of acetylated thioglycosides.
Agnihotri
Geetanjali
G
Medicinal and Process Chemistry Division, Central Drug Research Institute (CDRI), Chattar Manzil Palace, Lucknow 226001, UP, India.
Tiwari
Pallavi
P
Misra
Anup Kumar
AK
D000089:Acetic Anhydrides / Q000737:chemistry; D000107:Acetylation; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D013865:Thioglycosides / Q000138:chemical synthesis*
D000089:Acetic Anhydrides; D002241:Carbohydrates; D013865:Thioglycosides; C031800:acetic anhydride