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Palladium-Catalyzed Enantioselective α-Arylation and α-Vinylation of Oxindoles Facilitated by an Axially Chiral P-Stereogenic Ligand

Author(s)
Taylor, Alexander M.; Altman, Ryan A.; Buchwald, Stephen Leffler
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Abstract
The enantioselective α-arylation and α-vinylation of oxindoles catalyzed by Pd and a biarylmonophosphine ligand with both axial and phosphorus-based chirogenicity is reported. The resultant quaternary carbon stereocenters are formed in high enantiomeric excess, and the conditions tolerate a range of substitution on both the oxindole and the aryl/vinyl coupling partners.
Date issued
2009-07
URI
http://hdl.handle.net/1721.1/81936
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Taylor, Alexander M., Ryan A. Altman, and Stephen L. Buchwald. “Palladium-Catalyzed Enantioselective α-Arylation and α-Vinylation of Oxindoles Facilitated by an Axially Chiral P-Stereogenic Ligand.” Journal of the American Chemical Society 131, no. 29 (July 29, 2009): 9900-9901.
Version: Author's final manuscript
ISSN
0002-7863
1520-5126

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