Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of new Thebaine Derivatives with Phenylsulfonylpropadiene

  • Published : 1989.04.20
Download PDF
⟨ Previous Next ⟩

Abstract

Reactions of thebaine with phenylsulfonylpropadiene in various solvents were investigated. It was found that Diels-Alder reaction adduct was obtained in nonpolar solvent, while addition reaction adduct was obtained in polar solvent. Transformations of these two products were also carried out.

Keywords

References

  1. The Opium Alkaloids D. Ginsberg
  2. The Alkaloids v.13 K. W. Bently;Manske R. H.
  3. J. Am. Chem. Soc. v.89 K. W. Bently;D. G. Hardy
  4. J. Am. Chem. Soc. v.89 K. W. Bently;D.G. Hardy;C.F. Howell;W. Fulmer;J.E. Lancaster;J.J. Brown;G.O. Morton;R.A. Hardy
  5. J. Am. Chem. Soc. v.89 K. W. Bently;D. G. Hardy;H. P. Crocker;D. I. Haddledey
  6. J. Chem. Soc. C K. W. Bently;B. Meek
  7. J. Am. Chem. Soc. v.80 H. Rapoport;A. D. Batcho;J. E. Gordon
  8. J. Am. Chem. Soc. v.85 H. Rapoport;P. Shellrik
  9. J. Med. Chem. v.18 H. Rapoport;R. B. Barber
  10. J. Am. Chem. Soc. v.103 K. Hawakawa;S. Motohiro;I. Fujii;K. Kanematsu
  11. J. Org. Chem. v.48 K. Hawakawa;I. Fujii;K. Kanematsu
  12. J. Org. Chem. v.50 K. Hawakawa;H. Nishiyama;K. Kanematsu
  13. East African Wild Life, J. D. Ginsberg;B. H. Carter
  14. J. Am. Chem. Soc. v.77 K. Sato;O. Mujamato
  15. J. Chem. Soc. C. J. Stirling
  16. W. C. Herndon;J. Feuer;W. B. Giles;D. Ottorson;E. Silber;G. Klopmann(ed.)
  17. Acc. Chem. Res. v.8 K. W. Houk
  18. Frontier Orbitals and Organic Chemical Reaction I. Fleming
  19. Purc. Appl. Chem. v.40 R. Sustman
  20. J. Kor. Chem. Soc. v.25 no.5 Younggu Cheun;Seongkyu Park;Ildoo Kim
  21. J. Am. Chem. Soc. v.81 H. Pines;C. T. Chen
  22. Ber. v.90 M. Avram;C. D. Nenitzescu
  23. J. Am. Chem. Soc. v.72 E. D. Parker;L. A. Goldblatt
  24. Ann. v.560 W. Reppe;O. Schlichting;K. Klager;T. Toepel
  25. Ber. v.76 W. Sandermann;R. Hohn
  26. Atticongr. intern. Chim (10th Congr.) v.3 G. Dupont;R. Dulou
  27. Ber. v.70 K. Alder;H. F. Rickert
  28. Ann. v.524 K. Alder;H. F. Rickert

Cited by

  1. ChemInform Abstract: Synthesis of New Thebaine Derivatives with Phenylsulfonylpropadiene. vol.20, pp.36, 1989, https://doi.org/10.1002/chin.198936336
  2. Diels‐Alder Reactions of Sulfur‐Substituted Allenecarboxylates An FMO Approach by the PM3‐Method. The effect of captodative (c,d) substitution of some olefins and allenes has been vol.124, pp.4, 1989, https://doi.org/10.1002/cber.19911240429
  3. β-Phenylethylamines and the isoquinoline alkaloids vol.8, pp.4, 1989, https://doi.org/10.1039/np9910800339