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Synthese von Dibenzo[a,g]chinolizinen — Ein neuer Zugang zu Protoberberinen

Synthesis of dibenzo[a,g]quinolizines — A new entry to protoberberines

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

Summary

A novel synthesis to prepare dibenzo-8-quinolizinones8 is reported using the intramolecular cyclisation of the benzylated Reissert compounds6 for the key step. Methylation of8 by methyllithium gives partial deoxygenated coralynes10 which in turn can be reduced by NaBH4 yielding the 8-methyltetrahydro-protoberberines11. The structures are assigned by NMR-spectroscopy.

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Authors and Affiliations

  1. Institut für Pharmazie und Lebensmittelchemie der Universität München, D-W-8000, München 2, Bundesrepublik Deutschland

    Eberhard Reimann & Helmut Benend

Authors
  1. Eberhard Reimann
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  2. Helmut Benend
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Reimann, E., Benend, H. Synthese von Dibenzo[a,g]chinolizinen — Ein neuer Zugang zu Protoberberinen. Monatsh Chem 123, 939–948 (1992). https://doi.org/10.1007/BF00811549

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  • DOI: https://doi.org/10.1007/BF00811549

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