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Stereochemistry of cyclic compounds Communication 56. Steric orientation in the diene condensation of 1-(1-chlorovinyl)cyclohexene with trans-1-nitropropene

  • G. M. Segal'
  • L. P. Rybkina
  • V. F. Kucherov
Organic and Biological Chemistry

Summary

  1. 1.

    A study was made of structural and spatial orientation in the diene condensation of 1-(1-chlorovinyl)cyclohexene (IV) with trans-1-nitropropene, and the configurations of the adduct (V) and its isomer (VII) were proved.

     
  2. 2.

    The laws underlying the transformations and stereochemistry of the products formed in the acid hydrolysis and reduction of the isomeric chloronitrooctalins (V) and (VII) were elucidated.

     

Keywords

Hydrolysis Adduct Cyclohexene Diene Acid Hydrolysis 
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Literature cited

  1. 1.
    G. M. Segal', L. P. Rybkina, and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 1253 (1963).Google Scholar
  2. 2.
    W. J. Bailey and M. Madoff, J. Amer. Chem. Soc.76, 2707 (1954); J. W. Cook and C. A. Lawrence, J. Chem. Soc. 817 (1937).Google Scholar
  3. 3.
    H. Ruschig, W. Fritsch, J. Schmidt-Thome, and W. Haede, Chem. Ber.88, 883 (1955).Google Scholar
  4. 4.
    N. Kornblum and L. Fishbein, J. Amer. Chem. Soc.77, 6266 (1955); J. Weinstock and N. Schwartz, J. Organ. Chem.26, 5247 (1961).Google Scholar
  5. 5.
    G. M. Segal', L. P. Rybkina, and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 1424 (1962).Google Scholar
  6. 6.
    W. Klyne, Progress in Stereochemistry, London,1, 36 (1954).Google Scholar
  7. 7.
    E. Schmidt and G. Rutz, Ber.61, 2142 (1928); E. B. Tamelen and R. J. van Thiede, J. Amer.Chem. Soc.74, 2615 (1952).Google Scholar
  8. 8.
    I. N. Nazarov, V. F. Kucherov, V. M. Andreev and G. M. Segal', Dokl. AN SSSR104, 729 (1955).Google Scholar

Copyright information

© Consultants Bureau 1964

Authors and Affiliations

  • G. M. Segal'
    • 1
  • L. P. Rybkina
    • 1
  • V. F. Kucherov
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of SciencesUSSR

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