Financial support from the National Natural Science Foundation of China (21032003 and 21125208) and National Basic Research Program of China (2010CB833300).
Enantioselective Iridium-Catalyzed Hydrogenation of 3,4-Disubstituted Isoquinolines†
Article first published online: 11 JUL 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 33, pages 8286–8289, August 13, 2012
How to Cite
Shi, L., Ye, Z.-S., Cao, L.-L., Guo, R.-N., Hu, Y. and Zhou, Y.-G. (2012), Enantioselective Iridium-Catalyzed Hydrogenation of 3,4-Disubstituted Isoquinolines . Angew. Chem. Int. Ed., 51: 8286–8289. doi: 10.1002/anie.201203647
- Issue published online: 7 AUG 2012
- Article first published online: 11 JUL 2012
- Manuscript Received: 11 MAY 2012
- National Natural Science Foundation of China. Grant Numbers: 21032003, 21125208
- National Basic Research Program of China. Grant Number: 2010CB833300
- asymmetric catalysis;
Reining in the outliers: An efficient approach for enantioselective hydrogenation of 3,4-disubstituted isoquinolines was successfully developed. When isoquinolines are treated with [Ir(cod)Cl]2/(R)-synphos in the presence of 1-bromo-3-chloro-5,5-dimethyl-hydantoin (BCDMH), the chiral 3,4-disubstituted tetrahydroisoquinoline derivatives are obtained with ee values as high as 96 % (see scheme; cod=1,5-cyclooctadiene).