Electrochemical generation of 2,3-oxazolidinone glycosyl triflates as an intermediate for stereoselective glycosylation

HANDLE Open Access

Abstract

Glycosyl triflates with a 2, 3-oxazolidinone protecting group were generated from thioglycosides by low-temperature electrochemical oxidation. The glycosyl triflates reacted with alcohols to give the corresponding glycosides β-selectively at low temperatures. However, α-selectivity was observed in the absence of base at elevated reaction temperatures. In situ generated triflic acid promotes the isomerization of β-products to α-products.

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Keywords

Details 詳細情報について

  • CRID
    1050564285698592000
  • NII Article ID
    120004996581
  • ISSN
    18605397
  • HANDLE
    2433/163436
  • Text Lang
    en
  • Article Type
    journal article
  • Data Source
    • IRDB
    • CiNii Articles

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