1521-3773/asset/cover.gif?v=1&s=412bc65bdcb3f0e34a94f27c1c13e908726694d4 "Angewandte Chemie International Edition")
We thank B. Légeret for mass spectral analyses and the Ministère de la Recherche for a PhD grant to S.P.R.
1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)
Communication
Total Synthesis of Cyclotheonamide C using a Tandem Backbone-Extension–Coupling Methodology†
Article first published online: 25 JUL 2008
DOI: 10.1002/anie.200802005
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Roche, Stéphane P., Faure, S. and Aitken, David J. (2008), Total Synthesis of Cyclotheonamide C using a Tandem Backbone-Extension–Coupling Methodology. Angew. Chem. Int. Ed., 47: 6840–6842. doi: 10.1002/anie.200802005
- †
Publication History
- Issue published online: 20 AUG 2008
- Article first published online: 25 JUL 2008
- Manuscript Received: 29 APR 2008
Funded by
- Ministère de la Recherche
Keywords:
- macrocycles;
- multicomponent reactions;
- natural products;
- peptides;
- total synthesis
Mastering unusual amino acids: The first total synthesis of the potent protease inhibitor cyclotheonamide C (see structure representation) has been achieved. The key features of the synthesis are a three-component tandem procedure to create a masked α-keto-β-arginine within a peptide chain, and the control of the extended conjugation of a vinylogous α,β-dehydrotyrosine.