Reaction of 3α-Hydroxy-4β-Chlorocarane with POCl3

  • Z. G. Isaeva
  • G. I. Kovylyaeva
  • G. A. Bakaleinik
  • G. Sh. Bikbulatova
Organic Chemistry
  • 21 Downloads

Conclusions

The action of POCl3 on 3α-hydroxy-4β-chlorocarane gives products of cleavage, substitution, and allyl rearrangement with retention of the carane skeleton of the starting molecule.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    B. A. Arbuzov, Z. G. Isaeva, and G. A. Bakaleinik, Izv. Akad. Nauk SSSR, Ser. Khim., 832 (1979).Google Scholar
  2. 2.
    P. J. Kropp, J. Am. Chem. Soc.,88, 4986 (1966).Google Scholar
  3. 3.
    B. A. Arbuzov, Z. G. Isaeva, R. R. D'yakonova, and G. A. Bakaleinik, Izv. Akad. Nauk SSSR, Ser. Khim., 2549 (1973).Google Scholar
  4. 4.
    É. N. Manukov, V. A. Chuiko, E. S. Mardilovich, and B. G. Udarov, Izv. Akad. Nauk SSSR, Ser. Khim., 83 (1982).Google Scholar
  5. 5.
    S. P. Acharya, Tetrahedron Lett., 4117 (1966).Google Scholar
  6. 6.
    B. A. Arbuzov and A. R. Vil'chinskaya, Izv. Akad. Nauk SSSR. Ser. Khim., 954 (1967).Google Scholar
  7. 7.
    B. A. Arbuzov, Z. G. Isaeva, and N. D. Ibragimova, Dokl. Akad. Nauk SSSR,195, 91 (1970).Google Scholar
  8. 8.
    B. A. Arbuzov, A. N. Vereshchagin, S. G. Vul'fson, and G. S. Bikbulatova, Izv. Akad. Nauk SSSR, Ser. Khim., 1492 (1970).Google Scholar
  9. 9.
    L. P. Fieser, M. Fieser, and R. N. Chakravarti, J. Am. Chem. Soc.,71, 2226 (1949).Google Scholar
  10. 10.
    J. R. Campbell, J. Jones, and S. Wolfe, Can. J. Chem.,44, 2339 (1966).Google Scholar
  11. 11.
    Z. G. Isaeva, G. S. Bikbulatova, and B. A. Arbuzov, Dokl. Akad. Nauk SSSR,207, 853 (1972).Google Scholar
  12. 12.
    B. A. Arbuzov and B. M. Mikhailov, Zh. Russk. Fiz.-Khim. Ova.,62, 607 (1930).Google Scholar

Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • Z. G. Isaeva
    • 1
  • G. I. Kovylyaeva
    • 1
  • G. A. Bakaleinik
    • 1
  • G. Sh. Bikbulatova
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan BranchAcademy of Sciences of the USSRUSSR

Personalised recommendations