This work was partly supported by Grants-in-Aid from the MEXT and JSPS (Japan).
Copper-Catalyzed Amination of Ketene Silyl Acetals with Hydroxylamines: Electrophilic Amination Approach to α-Amino Acids†
Article first published online: 15 OCT 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 47, pages 11827–11831, November 19, 2012
How to Cite
Matsuda, N., Hirano, K., Satoh, T. and Miura, M. (2012), Copper-Catalyzed Amination of Ketene Silyl Acetals with Hydroxylamines: Electrophilic Amination Approach to α-Amino Acids . Angew. Chem. Int. Ed., 51: 11827–11831. doi: 10.1002/anie.201206755
- Issue published online: 14 NOV 2012
- Article first published online: 15 OCT 2012
- Manuscript Received: 21 AUG 2012
- JSPS (Japan)
- amino acids;
- synthetic methods;
Role reversal: The title reaction has been developed to deliver α-amino acids under very mild reaction conditions (see scheme; dpppen=1,5-bis(diphenylphosphino)pentane). The catalysis provides a new CN bond-forming approach for the synthesis of α-amino acids by using an umpolung, electrophilic amination strategy.