These authors contributed equally to this work.
Dual Nucleophilic/Electrophilic Capture of In Situ Generated Iminium Ethers: Towards the Synthesis of Functionalized Amide Building Blocks
Article first published online: 14 NOV 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Chemistry - A European Journal
Volume 18, Issue 51, pages 16292–16296, December 14, 2012
How to Cite
Peng, B., O'Donovan, D. H., Jurberg, I. D. and Maulide, N. (2012), Dual Nucleophilic/Electrophilic Capture of In Situ Generated Iminium Ethers: Towards the Synthesis of Functionalized Amide Building Blocks. Chem. Eur. J., 18: 16292–16296. doi: 10.1002/chem.201203293
- Issue published online: 7 DEC 2012
- Article first published online: 14 NOV 2012
- Manuscript Received: 14 SEP 2012
- Ecole Polytechnique
- Fonds der Chemischen Industrie
- Claisen rearrangement;
Rearranging its feathers: The transformation of simple linear amides into a diverse range of branched, functionalized products by conversion to iminium esters is followed by sequential treatment with nucleophiles and electrophiles (see scheme). The method takes advantage of a novel Claisen rearrangement and the use of aromatic substrates greatly facilitates the formation of the intermediate iminium ether.