A one-pot synthesis of novel N,N-dialkyl-S-glycosylsulfenamides.
An efficient new entry into N,N-dialkyl-S-glycosylsulfenamides is reported. The reaction of bis-activated alkyl halides in the presence of a secondary amine base with glycosylic S-acetyl derivatives (1-S-acetyl-1-thioaldoses or 2-S-acetyl-2-thioketoses) results in the formation of novel carbohydrate sulfonamides. These new carbohydrate-based sulfonamides may provide useful derivatives with biological activity, as well as provide reactive carbohydrate sulfonylating agents.
Owen
D J
DJ
Department of Medicinal Chemistry, Monash University, Parkville, Vic., Australia.
von Itzstein
M
M
D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry; D013457:Sulfur Compounds / Q000138:chemical synthesis*
D000473:Alkanes; D013449:Sulfonamides; D013457:Sulfur Compounds