We thank the EPSRC, the European Union, the SNSF, and AstraZeneca for supporting this project. We also thank the Oxford Chemical Crystallography Service for the use of their instrumentation.
Amino Acid-Based Reoxidants for Aminohydroxylation: Application to the Construction of Amino Acid–Amino Alcohol Conjugates†
Article first published online: 23 SEP 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 46, pages 10957–10960, November 11, 2011
How to Cite
Donohoe, T. J., Callens, C. K. A., Flores, A., Mesch, S., Poole, D. L. and Roslan, I. A. (2011), Amino Acid-Based Reoxidants for Aminohydroxylation: Application to the Construction of Amino Acid–Amino Alcohol Conjugates. Angew. Chem. Int. Ed., 50: 10957–10960. doi: 10.1002/anie.201103293
- Issue published online: 9 NOV 2011
- Article first published online: 23 SEP 2011
- Manuscript Revised: 7 SEP 2011
- Manuscript Received: 13 MAY 2011
- European Union
- amino acids;
- homogeneous catalysis;
A viable nitrogen source for the aminohydroxylation reaction of terminal alkenes: By adding a N-O based reoxidant onto an amino acid acyl carbon atom, compounds were obtained that facilitated catalytic turnover and also promoted the conjugation of an amino acid with an alkene. High levels of regioselectivity were observed, as well as good stereoselectivity induced by catalytic amounts of a chiral ligand.