Chemistry of Natural Compounds

, Volume 4, Issue 2, pp 79–82 | Cite as

Reaction of the lactone ring of diffugenin

  • G. K. Makarichev
  • N. K. Abubakirov


Under the influence of caustic alkalies, diffugenin (14-anhydrostrophanthidin) undergoes a complex irreversible change with the opening of the butenolide ring. The main product is a γ-hydroxy-γ-lactone (lactol)-the stable tautomeric form of a γ-aldehydo acid. The existence of aldo-lactol tautomerism is confirmed by the preparation of derivatives of the α and Ω forms. The hypothesis has been put forward that the double bond at C14 in diffugenin and its derivatives readily undergoes autoxidation with the formation of epoxy compounds.


Lactone Potassium Salt Concentrate Sulfuric Acid Lactone Ring Epoxy Compound 


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Copyright information

© The Faraday Press, Inc. 1969

Authors and Affiliations

  • G. K. Makarichev
    • 1
  • N. K. Abubakirov
    • 1
  1. 1.Order of the Red Banner of Labor Institute of the Chemistry of Plant Substances, AS UzSSRUSSR

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