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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
Article
  • 26 Downloads

Abstract

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.

Keywords

Hydrogen Acetal Chloride Methanol Organic Chemistry 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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