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

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

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Author(s)
Taylor, Alexander M.
•
Altman, Ryan A.
•
Buchwald, Stephen Leffler
Date Issued
July 2009
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.
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Author's final manuscript
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
Persistent DSpace Link
http://hdl.handle.net/1721.1/81936
DOI of Published Version
https://doi.org/10.1021/ja903880q
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