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The structure of cassamine and erythrophlamine

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Zusammenfassung

Es wird gezeigt, dass Cassamin und Erythrophlamin, zwei kristalline Nebenalkaloide ausErythrophleum guineense G. Don, neben den anderen schon bekannten Sauerstoffunktionen je eine stark gehinderte Carbomethoxy-Gruppe enthalten. Durch Überführung in Verbindungen bekannter Konstitution wird Formel Ib für Cassamin und Formel II b für Erythrophlamin bewiesen.

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References

  1. B. G. Engel andR. Tondeur, Exper.4, 430 (1948); Helv. chim. Acta32, 2364 (1949).

    CAS  Google Scholar 

  2. B. G. Engel, R. Tondeur, andL. Ruzicka, Rec. Trav. chim. Pays-Bas69, 396 (1950).

    Article  CAS  Google Scholar 

  3. The notation pK*MCS denotes the negative logarithm of the apparent dissociation constant in 80% methylcellosolve/water mixture (w/w) as determined by the method ofW. Simon, Helv. chim. Acta41, 1835 (1958). The determinations were carried out by Dr.W. Simon, ETH, Zurich, whom we wish to thank for his kind co-operation.

    Article  CAS  Google Scholar 

  4. F. E. King, D. H. Godson, andT. J. King, J. chem. Soc.1955, 1117.

  5. F. E. King, T. J. King, andJ. M. Uprichard, J. chem. Soc.1958, 3428.

  6. Selective reduction with LiAl(OBut)3H, cf.H. C. Brown andR. F. McFarlin, J. Amer. chem. Soc.80, 5372 (1958).

    Article  CAS  Google Scholar 

  7. L. Ruzicka, G. Dalma, andW. E. Scott, Helv. chim. Acta24, 184E (1941).

  8. L. G. Humber andW. I. Taylor, J. chem. Soc.1955, 1044.

  9. For the position of the oxygen atoms in the cassaine series cf.W. J. Gensler andG. M. Sherman, Chem. & Ind.1959, 223; J. Amer. chem. Soc.81, 5217 (1959).

  10. R. B. Turner, E. G. Herzog, R. B. Morin, andA. Riebel, Tetrahedron Letters No. 2, 7 (1959).

  11. V. P. Arya andDavid W. Mathieson, J. chem. Soc.1959, 3623.

  12. L. Ruzicka andG. Dalma, Helv. chim. Acta23, 753 (1940).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. School of Pharmacy, London

    G. T. Chapman

  2. Organisch-chemisches Laboratorium der Eidg. Technischen Hochschule, Zürich

    B. G. Engel

Authors
  1. D. W. Mathieson
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  2. B. Jaques
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  3. G. T. Chapman
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  4. V. P. Arya
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  5. B. G. Engel
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Additional information

16th Communication on Erythrophleum Alkaloids. 15th Comm.:B. G. Engel, Helv. chim. Acta42, 1127 (1959).

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Mathieson, D.W., Jaques, B., Chapman, G.T. et al. The structure of cassamine and erythrophlamine. Experientia 16, 404–406 (1960). https://doi.org/10.1007/BF02178832

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