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Protoberberine ausReissert-Verbindungen, 4. Mitt. Eine neue Synthese des (±)-Alamaridins und des (±)-epi-Alamaridins

Protoberberines fromReissert-compounds, IV. A novel synthesis of (±)-alamaridine and (±)-epi-alamaridine

  • Organische Chemie Und Biochemie
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Summary

A novel synthesis of 8-methylisoquino[2,1-b][2,7]naphthyridinium salts7 is reported using the intramolecular cyclization of the 1-substituted isoquinolines5 as the key step, which in turn are obtained by alkylation of theReissert compounds1. The salts7 can be reduced by NaBH4 yielding the 8α- and 8β-methylstereomers (±)-alamaridine and (±)-epi-alamaridine9c and11c, respectively.

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Literatur

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Authors and Affiliations

  1. Institut für Pharmazie und Lebensmittelchemie der Universität München, D-80333, München, Bundesrepublik Deutschland

    E. Reimann & H. Renz

Authors
  1. E. Reimann
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  2. H. Renz
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Reimann, E., Renz, H. Protoberberine ausReissert-Verbindungen, 4. Mitt. Eine neue Synthese des (±)-Alamaridins und des (±)-epi-Alamaridins. Monatsh Chem 125, 1397–1406 (1994). https://doi.org/10.1007/BF00811089

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  • DOI: https://doi.org/10.1007/BF00811089

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