Issue 20, 2022

Biomimetic total synthesis of (−)-galanthamine via intramolecular anodic aryl–phenol coupling

Abstract

(−)-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.

Graphical abstract: Biomimetic total synthesis of (−)-galanthamine via intramolecular anodic aryl–phenol coupling

Supplementary files

Article information

Article type
Paper
Submitted
08 Apr 2022
Accepted
05 May 2022
First published
05 May 2022
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2022,20, 4123-4127

Biomimetic total synthesis of (−)-galanthamine via intramolecular anodic aryl–phenol coupling

Z. Xiong, F. Weidlich, C. Sanchez and T. Wirth, Org. Biomol. Chem., 2022, 20, 4123 DOI: 10.1039/D2OB00669C

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