Unusual Reactions of the Tricyclo[5.3.1.05,11]undecane Ring System of the Decipiane Diterpenes

(Note: The full text of this document is currently only available in the PDF Version )

Yana M. Syah and Emilio L. Ghisalberti


Abstract

The tricyclo[5.3.1.05,11]undecane ring system of the decipiane diterpenes has been converted to the 1,4-disubstituted tetralin system of the serrulatane diterpenes in two steps.


References

  1. E. L. Ghisalberti, Phytochem., 1994, 35, 7 Search PubMed.
  2. E. L. Ghisalberti, in Studies in Natural Products Chemistry, ed. Atta-ur-Rhaman, Elsevier Science B. V., Amsterdam, 1995, vol. 15, p. 255 Search PubMed.
  3. E. L. Ghisalberti, P. R. Jefferies and P. N. Sheppard, Tetrahedron, 1980, 36, 3253 CrossRef CAS.
  4. G. M. L. Cragg, Organoboranes in Organic Synthesis, Marcel Dekker Inc., New York, 1973, pp. 68–74 Search PubMed.
  5. A. M. Krubiner, N. Gottfried and E. P. Oliveto, J. Org. Chem., 1968, 33, 1715 CrossRef CAS.
  6. M. L. Grenlee, J. Am. Chem. Soc., 1981, 103, 2425 CrossRef.
  7. U. Berkert and N. L. Allinger, Molecular Mechanics, ACS, Washington DC; as implemented in CS Chem3D Pro with Ponder's TINKER additions, 1985 Search PubMed.
  8. P. G. Forster, E. L. Ghisalberti, P. R. Jefferies, V. M. Poletti and N. J. Whiteside, Phytochemistry, 1986, 25, 1377 CrossRef CAS.
  9. M. Lj. Mihailovic, J. Forsek and Lj. Lorenc, J. Chem. Soc., Chem. Commun., 1978, 916 RSC.
Click here to see how this site uses Cookies. View our privacy policy here.