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Journal

2013 | 11 | 12 | 2022-2030

Article title

Salutaridine and its derivatives as thebaine-equivalents in the synthesis of aporphines

Content

Title variants

Languages of publication

EN

Abstracts

EN
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. [...]

Publisher

Journal

Year

Volume

11

Issue

12

Pages

2022-2030

Physical description

Dates

published
1 - 12 - 2013
online
26 - 9 - 2013

Contributors

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

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Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_s11532-013-0330-4
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