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

Xiong, Ziyue, Weidlich, Frauke, Sanchez, Camille and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 2022. Biomimetic total synthesis of (−)-galanthamine via intramolecular anodic aryl–phenol coupling. Organic and Biomolecular Chemistry 20 (20) , pp. 4123-4127. 10.1039/D2OB00669C

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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.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Additional Information:	This article is licensed under a Creative Commons Attribution 3.0 Unported Licence
Publisher:	Royal Society of Chemistry
ISSN:	1477-0520
Date of First Compliant Deposit:	27 June 2022
Date of Acceptance:	5 May 2022
Last Modified:	23 May 2023 23:53
URI:	https://orca.cardiff.ac.uk/id/eprint/150816

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