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Medientyp:
E-Artikel
Titel:
A General Electro‐Synthesis Approach to Amaryllidaceae Alkaloids
Beteiligte:
Pollok, Dennis;
Großmann, Luca M.;
Behrendt, Torsten;
Opatz, Till;
Waldvogel, Siegfried R.
Erschienen:
Wiley, 2022
Erschienen in:
Chemistry – A European Journal, 28 (2022) 50
Sprache:
Englisch
DOI:
10.1002/chem.202201523
ISSN:
0947-6539;
1521-3765
Entstehung:
Anmerkungen:
Beschreibung:
<jats:title>Abstract</jats:title><jats:p>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, <jats:italic>O</jats:italic>‐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.</jats:p>