Facile exchange of glycosyl S,S-acetals to their O,O-acetals and preparation of glycofuranosides from acyclic glycosyl S,S-acetals under metal-free reaction conditions in the presence of 1,3-dibromo-5,5-dimethylhydantoin.
Exchange of acyclic glycosyl dithioacetals to their O,O-acetals has been achieved by a generalized reaction protocol mediated by 1,3-dibromo-5,5-dimethylhydantoin under mild, metal-free and neutral conditions. This methodology has been extended to the synthesis of alkyl glycofuranosides.
Madhusudan
Soni Kamlesh
SK
Medicinal Chemistry Division, Central Drug Research Institute, Chattar Manzil Palace, Lucknow 226 001, UP, India.
Misra
Anup Kumar
AK
D000080:Acetals / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D006827:Hydantoins / Q000737:chemistry*; D008670:Metals / Q000737:chemistry
D000080:Acetals; D006027:Glycosides; D006827:Hydantoins; D008670:Metals; C056578:1,3-dibromo-5,5-dimethylhydantoin