Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids.
| Autor: | Bandar JS; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States., Ascic E; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States., Buchwald SL; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States. |
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| Jazyk: | angličtina |
| Zdroj: | Journal of the American Chemical Society [J Am Chem Soc] 2016 May 11; Vol. 138 (18), pp. 5821-4. Date of Electronic Publication: 2016 Apr 29. |
| DOI: | 10.1021/jacs.6b03086 |
| Abstrakt: | A new method for the enantioselective reductive coupling of aryl alkenes with activated carboxylic acid derivatives via copper hydride catalysis is described. Dual catalytic cycles are proposed, with a relatively fast enantioselective hydroacylation cycle followed by a slower diastereoselective ketone reduction cycle. Symmetrical aryl carboxyclic anhydrides provide access to enantioenriched α-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance. |
| Databáze: | MEDLINE |
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