Structural orientation in the diene condensation of trans-piperylene with some nitro dienophiles

  • A. A. Dudinskaya
  • S. S. Novikov
  • G. A. Shvekhgeimer
Organic and Biological Chemistry
  • 22 Downloads

Summary

  1. 1.

    A study was made of structural orientation in the diene condensation of trans-piperylene with the nitro dienophiles RCH=CHNO2, in which R=H, CH3, C6H5, CCl3, COOCH3.

     
  2. 2.

    In the condensation of trans-piperylene with nitroethylene(R=H)the only reaction product is the ortho isomer.

     
  3. 3.

    In the condensation of trans-piperylene with 1,2-disubstituted nitro dienophiles (R=CH3, C6H5, CCl3, COOCH3) in all cases two structurally isomeric adducts are formed with a great predominance of the ortho isomer.

     

Keywords

Adduct Diene Structural Orientation Ortho Isomer Nitroethylene 
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Copyright information

© Consultants Bureau 1966

Authors and Affiliations

  • A. A. Dudinskaya
    • 1
  • S. S. Novikov
    • 1
  • G. A. Shvekhgeimer
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of SciencesUSSR

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