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Monatshefte für Chemie / Chemical Monthly

, Volume 111, Issue 1, pp 143–158 | Cite as

Synthese von (±)-Porantherilidin

  • Edda Gössinger
Organic Chemistry and Biochemistry

Synthesis of (±)-porantherilidine

Abstract

The synthesis of the title compound is described in detail.

Keywords

(±)-Porantherilidine, synthesis Stereoselective 1,3-dipolar addition 

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Literatur

  1. 1.
    S. R. Johns, J. A. Lamberton, A. A. Sioumis undH. Suares, Austr. J. Chem.27, 2025 (1974).Google Scholar
  2. 2.
    W. A. Denne, J. Cryst. Mol. Struct.3, 367 (1973).Google Scholar
  3. 3.
    E. X. Albuquerque, E. A. Barnard, T. H. Chiu, A. J. Lapa, J. O. Dolly, S.-E. Janssen, J. W. Daly undB. Witkop, Proc. Nat. Acad. Sci. (USA)70, 949 (1973);A. T. Eldefrawi, M. E. Eldefrawi, E. X. Albuquerque, A. C. Oliveira, n. Mansour, M. Adler, J. W. Daly, G. B. Brown, W. Burgermeister undB. Witkop, Proc. Nat. Acad. Sci. (USA)74, 2172 (1977).Google Scholar
  4. 4.
    W. Burgermeister, W. L. Klein, M. Nirenberg undB. Witkop, Molecular Pharmacology14, 751 (1978).Google Scholar
  5. 5.
    Die Synthese des Dihydroadalin wird im Rahmen der Synthese des (±)-Adalin in Kürze publiziert.Google Scholar
  6. 6.
    H. Booth, J. H. Little undJ. Feeney, Tetrahedron24, 279 (1967);R. R. Fraser, T. Grindley undS. Passananti, Canad. J. Chem.53, 2475 (1975);K. Fuji, K. Ichikawa undE. Fujita, Tetrahedron Lett.1979, 361.Google Scholar
  7. 7.
    J. J. Tufariello, Sk. Asrof Ali, Tetrahedron Lett.1978, 4647.Google Scholar
  8. 8.
    O. Mitsunobu undM. Eguchi, Bull. Chem. Soc. Jpn.44, 3427 (1971);O. Mitsunobu undM. Yamada, Bull. Chem. Soc. Jpn.40, 2380 (1967);A. K. Bose, Bansi Lal, W. A. Hoffman III undM. S. Manhas, Tetrahedron Lett.1973, 1619;H. Loibner undE. Zbiral Helv. Chim. Acta59, 2100 (1976).Google Scholar
  9. 9.
    C. A. Grob undP. W. Schiess, Angew. Chem.79, 1 (1967);C. A. Grob, Angew. Chem.81, 543 (1969).Google Scholar
  10. 10.
    J. J. Tufariello undJ. J. Tegeler, Tetrahedron Lett.1976, 4037.Google Scholar
  11. 11.
    E. Gössinger, R. Imhof undH. Wehrli, Helv. Chim. Acta58, 96 (1975).Google Scholar
  12. 12.
    R. Huisgen, H. Seidl undI. Brüning, Chem. Ber.102, 1102 (1969).Google Scholar
  13. 13.
    E. J. Corey undA. Venkateswarlu, J. Amer. Chem. Soc.94, 6190 (1972).Google Scholar
  14. 14.
    W. Oppolzer, M. Petrzilka, J. Amer. Chem. Soc.98, 6722 (1976).Google Scholar
  15. 15.
    F. Bohlmann, Angew. Chem.69, 641 (1957);T. A. Crabb, R. F. Newton undD. Jackson, Chem. Rev.71, 109 (1971).Google Scholar

Copyright information

© Springer-Verlag 1980

Authors and Affiliations

  • Edda Gössinger
    • 1
  1. 1.Institut für Organische ChemieUniversität WienWienÖsterreich

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