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