Chemistry of Heterocyclic Compounds

, Volume 15, Issue 4, pp 380–383 | Cite as

1-methoxy-3,5-diaryl-2-oxabicyclo[4.4.0]dec-3-enes from “semicyclic” 1,5-diketones

  • L. V. Vlasova
  • T. I. Tyrina
  • S. K. Klimenko
  • V. G. Kharchenko


It was established that “semicyclic” 1,5-diketones are capable of reacting with methanol by the catalytic action of hydrogen chloride and are capable of forming 1-methoxy-3,5-diaryl-2-oxabicyclo [4.4.0]dec-3-enes — cyclic acetals that include an alkoxydihydropyran ring. In addition, 2,4-darylbicycle[3.3.1]non-2-en-9-ones, which are formed from 1,3-diaryl-3-(2-oxocyclohexyl)propan-1-ones by an intramolecular condensation of the erotonic type, are detected as side products. The possible mechanism of the reaction of 1,3-diaryl-3-(2-oxocyclohexyl)propan-1-ones with methanol in the presence of hydrogen chloride is discussed.


Hydrogen Acetal Chloride Methanol Organic Chemistry 
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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • L. V. Vlasova
    • 1
  • T. I. Tyrina
    • 1
  • S. K. Klimenko
    • 1
  • V. G. Kharchenko
    • 1
  1. 1.N. G. Chernyshevskii Saratov State UniversitySaratov

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