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Chemistry of Heterocyclic Compounds

, Volume 25, Issue 5, pp 504–507 | Cite as

Conversion of ascorbigen and its derivatives to substituted 1-deoxy-1-(indolyl-3)-α-L-sorbopyranose

  • I. L. Plikhtyak
  • I. V. Yartseva
  • N. A. Klyuev
  • M. N. Preobrazhenskaya
Article
  • 33 Downloads

Abstract

A new reaction involving L-ascorbic acid have been found. Under the action of alkali, ascorbigen and its N-alkyl derivatives undergo cleavage of the lactone ring, decarboxylation, and rearrangement to give 1-deoxy-1-(inolyl-3)-α-L-sorbopyranose and its N-alkyl derivatives. The structures of the compounds obtained were confirmed by mass-spectroscopy and PMR spectroscopy.

Keywords

Spectroscopy Organic Chemistry Lactone Lactone Ring Ascorbigen 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1989

Authors and Affiliations

  • I. L. Plikhtyak
    • 1
    • 2
  • I. V. Yartseva
    • 1
    • 2
  • N. A. Klyuev
    • 1
    • 2
  • M. N. Preobrazhenskaya
    • 1
    • 2
  1. 1.All-Union Oncologic Research CenterAcademy of Medical Sciences of the USSRMoscow
  2. 2.A. N. Severtsova Institute of Evolutionary Morphology and Ecology of AnimalsAcademy of Sciences of the USSRMoscow

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