Biomimetic total synthesis of (-)-galanthamine


Journal

Organic & biomolecular chemistry
ISSN: 1477-0539
Titre abrégé: Org Biomol Chem
Pays: England
ID NLM: 101154995

Informations de publication

Date de publication:
26 05 2022
Historique:
pubmed: 11 5 2022
medline: 28 5 2022
entrez: 10 5 2022
Statut: epublish

Résumé

(-)-Galanthamine as a drug for the treatment of Alzheimer's disease has attracted synthetic chemists for decades. However, previous total synthetic and biomimetic approaches often use stoichiometric oxidants (metal oxidants or hypervalent iodine) to prepare the target product. Anodic oxidative coupling offers a sustainable alternative method which is, for the first time, successfully applied to the total synthesis of (-)-galanthamine. We report a new asymmetric total synthesis of (-)-galanthamine by using an anodic aryl-phenol coupling as the key synthetic step.

Identifiants

pubmed: 35537211
doi: 10.1039/d2ob00669c
doi:

Substances chimiques

Oxidants 0
Phenols 0
Galantamine 0D3Q044KCA
Phenol 339NCG44TV

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

4123-4127

Auteurs

Ziyue Xiong (Z)

School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff CF10 3AT, Cymru/Wales, UK. wirth@cf.ac.uk.

Frauke Weidlich (F)

School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff CF10 3AT, Cymru/Wales, UK. wirth@cf.ac.uk.

Camille Sanchez (C)

School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff CF10 3AT, Cymru/Wales, UK. wirth@cf.ac.uk.

Thomas Wirth (T)

School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff CF10 3AT, Cymru/Wales, UK. wirth@cf.ac.uk.

Articles similaires

Sorghum Antioxidants Phosphorus Fertilizers Flavonoids
Humans Neoplasms Cell Membrane Inflammation Nanoparticles
Humans Plant Extracts Antioxidants Apoptosis Cell Line, Tumor
Microwaves Tea Machine Learning Phenols Plant Extracts

Classifications MeSH