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Highly Enantioselective Arylation of N-Tosylalkylaldimines Catalyzed by Rhodium Diene Complexes.
- Source :
-
Journal of the American Chemical Society . 8/17/2011, Vol. 133 Issue 32, p12394-12397. 4p. - Publication Year :
- 2011
-
Abstract
- A highly enantioselective rhodium-catalyzed arylation of aliphatic N-tosylaldimines has been developed. The combination of chiral bicyclo[3.3.0]octadiene ligands, an active rhodium hydroxide complex, and neutral reaction conditions is the key to achieving high yield and enantioselectivity. The application of this method is demonstrated by the enantioselective synthesis of chiral 2-aryl pyrrolidines and piperidines in a one-pot procedure. Furthermore, excellent results are also obtained for the imine substrates with the more readily cleavable N-nosyl protecting group. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00027863
- Volume :
- 133
- Issue :
- 32
- Database :
- Academic Search Index
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 65264425
- Full Text :
- https://doi.org/10.1021/ja2046217