An alternative approach to the synthesis of the three fragments of Anachelin H

Garzón-Posse, F., Prunet, J. and Gamba-Sánchez, D. (2020) An alternative approach to the synthesis of the three fragments of Anachelin H. Organic and Biomolecular Chemistry, 18(14), pp. 2702-2715. (doi: 10.1039/D0OB00315H)

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The synthesis of the fully protected peptide, polyketide and alkaloid fragments of Anachelin H are presented. The peptide fragment was prepared using a liquid phase peptide synthesis; the polyketide fragment was synthetized using a cross metathesis and an intramolecular oxa-Michael reaction as the key steps to introduce the desired stereochemistry; finally, the alkaloid fragment was obtained by an oxidative cyclization of a catechol derivative using potassium ferricyanide. Experiments to illustrate the coupling of fragments and the effectiveness of the convergent strategy are also described.

Item Type:Articles
Glasgow Author(s) Enlighten ID:Prunet, Dr Joelle
Authors: Garzón-Posse, F., Prunet, J., and Gamba-Sánchez, D.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic and Biomolecular Chemistry
Publisher:Royal Society of Chemistry
ISSN (Online):1477-0539
Published Online:18 March 2020
Copyright Holders:Copyright © 2020 The Royal Society of Chemistry
First Published:First published in Organic and Biomolecular Chemistry 18(14): 2702-2715
Publisher Policy:Reproduced in accordance with the publisher copyright policy

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