Please use this identifier to cite or link to this item:
http://doi.org/10.25358/openscience-8733
Authors: | Pollok, Dennis Großmann, Luca M. Behrendt, Torsten Opatz, Till Waldvogel, Siegfried R. |
Title: | A general electro-synthesis approach to amaryllidaceae alkaloids |
Online publication date: | 2-Feb-2023 |
Year of first publication: | 2022 |
Language: | english |
Abstract: | Amaryllidaceae alkaloids appeal to organic chemists with their attractive structures and their impressive antitumor and acetylcholinesterase inhibitory properties. We demonstrate a highly versatile access to this family of natural products. A general protocol with high yields in a sustainable electro-organic key transformation on a metal-free anode to spirodienones facilitates functionalization to the alkaloids. The biomimetic syntheses start with the readily available, inexpensive biogenic starting materials methyl gallate, O-methyl tyramine, and vanillin derivatives. Through known dynamic resolutions, this technology provides access to both enantiomeric series of (epi-)martidine, (epi-)crinine, siculine, and galantamine, clinically prescribed for the treatment of Alzheimer's disease. |
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-8733 |
Version: | Published version |
Publication type: | Zeitschriftenaufsatz |
Document type specification: | Scientific article |
License: | CC BY-NC-ND |
Information on rights of use: | https://creativecommons.org/licenses/by-nc-nd/4.0/ |
Journal: | Chemistry - a European journal 28 50 |
Pages or article number: | 202201523 |
Publisher: | John Wiley & Sons, Ltd |
Publisher place: | Weinheim |
Issue date: | 2022 |
ISSN: | 1521-3765 |
Publisher DOI: | 10.1002/chem.202201523 |
Appears in collections: | DFG-491381577-H |
Files in This Item:
File | Description | Size | Format | ||
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![]() | a_general_electrosynthesis_ap-20230201114641047.pdf | 3.85 MB | Adobe PDF | View/Open |