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)

Abstract

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
• Status: Published
• Refereed: Yes
• 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: 1477-0520
• 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