Please use this identifier to cite or link to this item:
http://doi.org/10.25358/openscience-8088
Authors: | Vierengel, Nina Geske, Leander Sato, Eisuke Opatz, Till |
Title: | Synthesis of morphinans through anodic aryl-aryl coupling |
Online publication date: | 15-Nov-2022 |
Year of first publication: | 2021 |
Language: | english |
Abstract: | The morphinans are an important class of structurally fascinating and physiologically important natural products as exemplified by the famous opium alkaloids of the morphine family. Although this class of secondary metabolites from the juice of the opium poppy capsule was already used for medicinal purposes thousands of years ago, chemical modifications are still being applied to the core structure today in order to achieve the most specific effect on the various receptor subtypes possible with the fewest possible side effects. The unusual architecture of the morphinan core has also proven to be a highly challenging target for total synthesis. This review highlights electrosynthetic approaches towards natural and semisynthetic morphinan alkaloids. The historical progress in applying anodic aryl-aryl couplings to the construction of the morphinan framework is described in chronological order while particular benefits and challenges concerning the electrochemical transformations are grouped together, including the influence of substitution patterns, protecting groups, and reaction conditions. |
DDC: | 540 Chemie 540 Chemistry and allied sciences |
Institution: | Johannes Gutenberg-Universität Mainz |
Department: | FB 09 Chemie, Pharmazie u. Geowissensch. |
Place: | Mainz |
ROR: | https://ror.org/023b0x485 |
DOI: | http://doi.org/10.25358/openscience-8088 |
Version: | Published version |
Publication type: | Zeitschriftenaufsatz |
License: | CC BY-NC-ND |
Information on rights of use: | https://creativecommons.org/licenses/by-nc-nd/4.0/ |
Journal: | The chemical record 21 9 |
Pages or article number: | 2344 2353 |
Publisher: | Wiley-VCH |
Publisher place: | Weinheim |
Issue date: | 2021 |
ISSN: | 1528-0691 |
Publisher DOI: | 10.1002/tcr.202100078 |
Appears in collections: | JGU-Publikationen |
Files in This Item:
File | Description | Size | Format | ||
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synthesis_of_morphinans_throu-20221017161211840.pdf | 9.17 MB | Adobe PDF | View/Open |