Journal of the American Chemical Society
Journal of the American Chemical Society
4 years ago

Chiral Pincer Carbodicarbene Ligands for Enantioselective Rhodium-Catalyzed Hydroarylation of Terminal and Internal 1,3-Dienes with Indoles

Chiral Pincer Carbodicarbene Ligands for Enantioselective Rhodium-Catalyzed Hydroarylation of Terminal and Internal 1,3-Dienes with Indoles
Courtney C. Roberts, Justin S. Marcum, Rajith S. Manan, Tia N. Cervarich, Simon J. Meek
Catalytic enantioselective addition of N-heteroarenes to terminal and internal 1,3-dienes is reported. Reactions are promoted by 5 mol % of Rh catalyst supported by a new chiral pincer carbodicarbene ligand that delivers allylic substituted arenes in up to 95% yield and up to 98:2 er. Mechanistic and X-ray evidence is presented that supports that the reaction proceeds via a Rh(III)-η3-allyl.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b08575

DOI: 10.1021/jacs.7b08575

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