Synthetic Transformations of Higher Terpenoids. 36.* Synthesis of 13-(Oxazol-5-Yl)-15,16-Bisnorisopimaranes

M. A. Gromova, Y. V. Kharitonov, T. V. Rybalova, E. E. Shul’ts

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

The conditions for oxidizing methyl isopimarate to the 15-oxo-15,16-dihydroisopimarate were studied. The latter was used for one-pot syntheses of 13-(oxazol-5-yl)-15,16-bisnorisopimarates that included formation of the 16-oxoaldehyde isopimarate and its condensation with α-amino acids. The structures of the synthesized compounds were confirmed by IR, UV, and NMR spectral data and an XSA.

Original languageEnglish
Pages (from-to)293-300
Number of pages8
JournalChemistry of Natural Compounds
Volume54
Issue number2
DOIs
Publication statusAccepted/In press - 14 Apr 2018

Keywords

  • amino acids
  • isopimaric acid
  • Kornblum oxidation
  • oxazoles
  • Wacker oxidation
  • XSA
  • OXIDATION
  • NATURAL-PRODUCTS
  • STRATEGY
  • CRYSTAL-STRUCTURES
  • DITERPENOIDS
  • ISOPIMARIC ACID
  • DERIVATIVES
  • EFFICIENT

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