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Synthese des 12-(3-Methoxy-5-phenyl)-2-pyrrolylmethylen-2H-[9](2,4)-pyrrolophans Ansamycine, 4. Mitt.: Chemie der Metacycloprodigiosine

Ansamycins, 4. Comm., chemistry of metacycloprodigiosins. Synthesis of 12-(3-methoxy-5-phenyl)-2-pyrrolylmethylene-2H-[9](2,4)-pyrrolophane

  • Organische Chemie und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

The introduction of an acetoxy group into the pyrrol nucleus with lead tetraacetate is described and therewith involved mechanistic aspects are discussed. According to this method we obtained the aldehyde13 required for the synthesis of 3-methoxypyrromethene16.

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Literature

  1. H. Berner, G. Schulz undH. Reinshagen, Mh. Chem.108, 233 (1977).

    Google Scholar 

  2. H. Berner, G. Schulz undH. Reinshagen, Mh. Chem.108, 285 (1977).

    Google Scholar 

  3. H. Berner, G. Schulz undH. Reinshagen, Mh. Chem.108, 915 (1977).

    Google Scholar 

  4. H. Meerwein, Ber. dtsch. chem. Ges.77, 227 (1944).

    Google Scholar 

  5. L. F. Fieser undJ. Cason, J. Amer. Chem. Soc.62, 432 (1940).

    Google Scholar 

  6. J. Cason, Org. Synth., Coll. Vol.3, 3 (1955).

    Google Scholar 

  7. R. Criegee, Angew. Chem.70, 173 (1958).

    Google Scholar 

  8. R. Preuß, Angew. Chem.71, 747 (1959).

    Google Scholar 

  9. W. Siedel undF. Winkler, Ann. Chem.554, 162 (1943).

    Google Scholar 

  10. A. W. Johnson, I. T. Kay, E. Markham, R. Price undK. B. Shaw, J. Chem. Soc.1959, 3416.

  11. M. S. Schechter, N. Green undF. B. LaForge, J. Amer. Chem. Soc.71, 3166 (1949).

    Google Scholar 

  12. W. Keller-Schierlein, W. L. M. Mihailovic undV. Prelog, Helv. Chim. Acta41, 220 (1958).

    Google Scholar 

  13. H. Karpfen, P. Schuster undH. Berner, in Vorbereitung.

  14. E. Campaigne undG. M. Shutske, J. Heterocycl. Chem.12, 67 (1975).

    Google Scholar 

  15. H. O. Kalinowski, D. Seebach undG. Crass, Angew. Chem.87, 812 (1975).

    Google Scholar 

  16. A. Georgopoulos undH. Berner, in Vorbereitung.

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Authors and Affiliations

  1. Organische Chemie, Sandoz-Forschungsinstitut, A-1235, Wien, Österreich

    Heinz Berner, Gerhard Schulz & Hellmuth Reinshagen

Authors
  1. Heinz Berner
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  2. Gerhard Schulz
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  3. Hellmuth Reinshagen
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Berner, H., Schulz, G. & Reinshagen, H. Synthese des 12-(3-Methoxy-5-phenyl)-2-pyrrolylmethylen-2H-[9](2,4)-pyrrolophans Ansamycine, 4. Mitt.: Chemie der Metacycloprodigiosine. Monatshefte für Chemie 109, 137–145 (1978). https://doi.org/10.1007/BF00911953

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  • DOI: https://doi.org/10.1007/BF00911953

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