A General Electro‐Synthesis Approach to Amaryllidaceae Alkaloids
Publication type: Journal Article
Publication date: 2022-07-13
scimago Q1
wos Q2
SJR: 0.981
CiteScore: 6.7
Impact factor: 3.7
ISSN: 09476539, 15213765
PubMed ID:
35662286
General Chemistry
Catalysis
Organic Chemistry
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.
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10
Total citations:
10
Citations from 2024:
7
(70%)
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GOST
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Pollok D. et al. A General Electro‐Synthesis Approach to Amaryllidaceae Alkaloids // Chemistry - A European Journal. 2022. Vol. 28. No. 50.
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Pollok D., Großmann L. M., Behrendt T., Opatz T., Waldvogel S. R. A General Electro‐Synthesis Approach to Amaryllidaceae Alkaloids // Chemistry - A European Journal. 2022. Vol. 28. No. 50.
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TY - JOUR
DO - 10.1002/chem.202201523
UR - https://doi.org/10.1002/chem.202201523
TI - A General Electro‐Synthesis Approach to Amaryllidaceae Alkaloids
T2 - Chemistry - A European Journal
AU - Pollok, Dennis
AU - Großmann, Luca M
AU - Behrendt, Torsten
AU - Opatz, Till
AU - Waldvogel, Siegfried R.
PY - 2022
DA - 2022/07/13
PB - Wiley
IS - 50
VL - 28
PMID - 35662286
SN - 0947-6539
SN - 1521-3765
ER -
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@article{2022_Pollok,
author = {Dennis Pollok and Luca M Großmann and Torsten Behrendt and Till Opatz and Siegfried R. Waldvogel},
title = {A General Electro‐Synthesis Approach to Amaryllidaceae Alkaloids},
journal = {Chemistry - A European Journal},
year = {2022},
volume = {28},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/chem.202201523},
number = {50},
doi = {10.1002/chem.202201523}
}