Skip to main content
SpringerLink
Log in

Protoberberine ausReissert-Verbindungen, 5. Mitt.: Synthese des (±)-Bharatamins

Protoberberines fromReissert-compounds, V: Synthesis of (±)-bharatamine

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

Summary

Alkylation of theReissert compound1 by methyl 2-bromomethylbenzoate (2) followed by spontaneous intramolecular cyclization affords dibenzo [a,g]quinolizinone4 which in turn can be reduced to benzyl ether5 by LiAlH4/NaBH4. Debenzylation of5 by ethanolic HCl furnishes the title compound6 in improved total yield.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literatur

  1. 4.Mitt.: Reimann E, Renz H (1994) Monatsh Chem125: 1397

    Google Scholar 

  2. Scholz T (1995) Diplomarbeit, München

  3. Wiegrebe W, Kramer WJ, Shamma M (1984) J Nat Prod (Lloydia)47: 397

    Google Scholar 

  4. Pakrashi SC, Mukhopadhyay R, Gosh Dastidar PP, Bhattacharjya A, Ali E (1985) J Indian Chem Soc62: 1003

    Google Scholar 

  5. Patil SD, Mali RS (1985) Ind J Chem24B: 360

    Google Scholar 

  6. Takano S, Suzuki M, Ogasawara K (1990) Heterocycles31: 1151

    Google Scholar 

  7. Meise W, Zymalkowski F (1971) Arch Pharm304: 182

    Google Scholar 

  8. Reimann E, Renz H (1993) Arch Pharm326: 253

    Google Scholar 

  9. Reimann E, Benend Ht (1992) Monatsh Chem123: 939

    Google Scholar 

  10. Pakrashi SC, Mukhopadhyay R, Gosh Dastidar PP, Bhattacharjya A, Ali E (1983) Tetrahedron Lett24: 291

    Google Scholar 

Download references

Author information

Authors and Affiliations

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

    E. Reimann & H. Renz

  2. Fachhochschule Isny, D-88316, Isny, Bundesrepublik Deutschland

    W. Dammertz & T. Scholz

Authors
  1. E. Reimann
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. H. Renz
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. W. Dammertz
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. T. Scholz
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Reimann, E., Renz, H., Dammertz, W. et al. Protoberberine ausReissert-Verbindungen, 5. Mitt.: Synthese des (±)-Bharatamins. Monatsh Chem 127, 173–176 (1996). https://doi.org/10.1007/BF00807398

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00807398

Keywords

Search

Navigation