Chemistry of Natural Compounds

, Volume 18, Issue 3, pp 331–335 | Cite as

Corrected structure of the reaction product of gibberellin A3 with acetic anhydride and zinc and its crystalline structure. Rare case of the diels-alder reaction

  • A. G. Druganov
  • Yu. V. Gatilov
  • V. A. Raldugin


The correct structure has been established for the compound obtained on the treatment of the methyl ester of gibberellin A3 with zinc in boiling acetic anhydride, to which the erroneous structure (II) was previously assigned. A mechanism of the formation of compound (II) is suggested which includes an intramolecular diene condensation between an acetate carbonyl group and the conjugated diene system in the intermediate mixed anhydride (V).


Methyl Ester Gibberellin Acetic Anhydride Lactone Ring Alder Reaction 


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Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • A. G. Druganov
  • Yu. V. Gatilov
  • V. A. Raldugin

There are no affiliations available

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