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

Justin S. Marcum, Courtney C. Roberts, Rajith S. Manan, Tia N. Cervarich, Simon J. Meek

Research output: Contribution to journalArticlepeer-review

56 Scopus citations

Abstract

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.

Original languageEnglish (US)
Pages (from-to)15580-15583
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number44
DOIs
StatePublished - Nov 8 2017
Externally publishedYes

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