Protoberberine ausReissert-Verbindungen, 5. Mitt.: Synthese des (±)-Bharatamins |
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Authors: | E Reimann H Renz W Dammertz T Scholz |
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Institution: | (1) Institut für Pharmazie und Lebensmittelchemie der Ludwig-Maximilians-Universität München, D-80333 München, Bundesrepublik Deutschland;(2) Fachhochschule Isny, D-88316 Isny, Bundesrepublik Deutschland |
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Abstract: | 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. |
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Keywords: | Reissert compound Intramolecular cyclization 2-Benzyloxy-3-methoxy-8H-dibenzo-[a g]-8-quinolizione (± )-Bharatamine |
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