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  4. Enantioselective Functionalization of Radical Intermediates in Redox Catalysis: Copper-Catalyzed Asymmetric Oxytrifluoromethylation of Alkenes

Enantioselective Functionalization of Radical Intermediates in Redox Catalysis: Copper-Catalyzed Asymmetric Oxytrifluoromethylation of Alkenes

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Author(s)
Zhu, Rong
•
Buchwald, Stephen Leffler
Date Issued
October 2013
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Zhu, Rong, and Stephen L. Buchwald. “Enantioselective Functionalization of Radical Intermediates in Redox Catalysis: Copper-Catalyzed Asymmetric Oxytrifluoromethylation of Alkenes.” Angewandte Chemie International Edition 52, no. 48 (October 16, 2013): 12655–12658.
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Author's final manuscript
Abstract
Something radical: An efficient enantioselective oxytrifluoromethylation of alkenes has been developed using a copper catalyst system. Mechanistic studies are consistent with a metal-catalyzed redox radical addition mechanism in which a C[BOND]O bond is formed by the copper-mediated enantioselective trapping of a prochiral alkyl radical intermediate derived from the initial trifluoromethyl radical addition.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-Noncommercial-Share Alike
http://creativecommons.org/licenses/by-nc-sa/4.0/
Persistent DSpace Link
http://hdl.handle.net/1721.1/94513
DOI of Published Version
https://doi.org/10.1002/anie.201307790
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