We are grateful to the Max-Planck-Society and the Max-Planck-Institut für Kohlenforschung for generous support of our research programs. This work was funded by the Ecole Polytechnique (fellowship to I.D.J.) and the Fonds der Chemischen Industrie (Sachkostenzuschuss to N.M.). We further acknowledge the invaluable support of our NMR, HPLC, and GC Departments, Dr. R. Goddard (MPI Mülheim) for crystallographic analysis, and Dr. M. Klußmann (MPI Mülheim) for helpful discussions.
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Communication
Intramolecular Redox-Triggered C![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
H Functionalization†
Article first published online: 19 JAN 2012
DOI: 10.1002/anie.201108639
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Jurberg, I. D., Peng, B., Wöstefeld, E., Wasserloos, M. and Maulide, N. (2012), Intramolecular Redox-Triggered CH Functionalization. Angew. Chem. Int. Ed., 51: 1950–1953. doi: 10.1002/anie.201108639
- †
Publication History
- Issue published online: 14 FEB 2012
- Article first published online: 19 JAN 2012
- Manuscript Received: 7 DEC 2011
Funded by
- Max-Planck-Society
- Max-Planck-Institut für Kohlenforschung
Keywords:
- amines;
- CH functionalization;
- indolizidine 167B;
- reaction mechanisms;
- redox reactions
Sacrifice for the team: A one-pot method achieves remote functionalization at the α-position of an amine moiety through the sacrificial reduction of a neighboring group. The process takes advantage of an intramolecular redox reaction, thereby avoiding the need for any external oxidants. This method was applied to a concise five-step total synthesis of indolizidine 167B.