Chemistry of Natural Compounds

, Volume 12, Issue 3, pp 278–282 | Cite as

Oxidative transformations of cembrane diterpenoids I. Oxidation of cembrene with chromium trioxide

  • V. A. Raldugin
  • V. K. Fedorov
  • V. A. Pentegova
Article
  • 55 Downloads

Summary

1. The oxidation of cembrene with chromium trioxide in aqueous sulfuric acid (the Jones reagent) and in aqueous acetone has given norcembra-2,7,11-trien-4-one, norsolanadione, (3E, 8E)-5-isopropyl-8-methyltrideca-3,8-diene-2,12-dione, and five new compounds the structures of which have been established on the basis of their spectra.

2. Oxidation with chromium trioxide in aqueous acetone, in contrast to oxidation with the Jones reagent, takes place stereospecifically—the C11-C12 double bond of cembrene is not affected.

Keywords

Aqueous Acetone Neutral Fraction Chromium Trioxide Aqueous Sulfuric Acid Skimmianine 

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Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • V. A. Raldugin
  • V. K. Fedorov
  • V. A. Pentegova

There are no affiliations available

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