Synthesis of S-glycosyl thiophosphates, thiophosphonates and thiophosphinates by the Michaelis–Arbuzov rearrangement of anomeric thiocyanates

作者: Marta Piekutowska , Zbigniew Pakulski

DOI: 10.1016/J.CARRES.2007.12.009

关键词: ChemistryMoleculeAnomerStereoselectivityGlycosylStereochemistryGlycosylationOrganic chemistryGlycosideAnalytical chemistryBiochemistryGeneral Medicine

摘要: Reaction of anomeric thiocyanates with a series O-alkyl or O-trimethylsilyl phosphite, phenylphosphonite and diphenylphosphinite derivatives afforded the corresponding S-glycosyl thiophosphates, thiophosphonates thiophosphinates in good yields. These had been previously applied as glycosyl donors synthesis benzyl glycosides disaccharides excellent stereoselectivity.

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