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2013 | 11 | 12 | 2022-2030
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Salutaridine and its derivatives as thebaine-equivalents in the synthesis of aporphines

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Here we report the transformation of tetracyclic morphinan salutaridine (1) into 2,3,10,11-tetrasubstituted (R)-aporphines. This method serves as another chemical proof of the previously verified biosynthetic connection with pentacyclic morphinan-6,8-diene-type thebaine. In the presence of nucleophiles, this procedure could lead to pharmacologically interesting new tetrasubstituted aporphinoids. The enantioselective synthesis of 7S-salutaridinol (2) has been also achieved in order to investigate the acid-catalyzed reactions of this natural morphinan. [...]

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1 - 12 - 2013
26 - 9 - 2013
  • Department of Physical Chemistry, University of Debrecen, P.O. Box 7, H-4010, Debrecen, Hungary
  • Department of Pharmaceutical Chemistry, Medical and Health Science Center, University of Debrecen, P.O. Box 70, H-4032, Debrecen, Hungary,
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