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Chemistry of Natural Compounds

, Volume 43, Issue 2, pp 153–158 | Cite as

Reaction of 3-acetoxy-(2,3),(19β,28)-diepoxyoleanane with cyclic and linear amines

  • I. A. Tolmacheva
  • L. N. Shelepen’kina
  • A. S. Shashkov
  • V. V. Grishko
  • V. A. Glushkov
  • A. G. Tolstikov
Article

Abstract

A mixture of diastereomeric 3-acetoxy-(2,3),(19β,28)-diepoxyoleananes was prepared via reaction of 3-acetoxy-19β,28-epoxyolean-2-ene with m-chloroperbenzoic acid. Directed rearrangement of these formed 2β-acetoxy-19β,28-epoxyolean-3-one whereas heating of them in amines produced oleanane-type enamines.

Key words

triterpenoids oleanane allobetulone enamines 2β-acetoxyketone 

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Copyright information

© Springer Science+Business Media, Inc. 2007

Authors and Affiliations

  • I. A. Tolmacheva
    • 1
  • L. N. Shelepen’kina
    • 1
  • A. S. Shashkov
    • 2
  • V. V. Grishko
    • 1
  • V. A. Glushkov
    • 1
  • A. G. Tolstikov
    • 1
  1. 1.Institute of Technical Chemistry, Ural BranchRussian Academy of SciencesPerm’
  2. 2.N. D. Zelinskii Institute of Organic ChemistryRussian Academy of SciencesMoscow

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