Asymmetric intramolecular arylcyanation of unactivated olefins via C-CN bond activation.

ABSTRACT: The enantioselective, intramolecular arylcyanation of unactivated olefins via C-CN bond activation has been accomplished using a Ni(0) catalyst and BPh3 co-catalyst. High enantioselectivities are achieved using TangPHOS as a chiral ligand. This method allows the generation of two new C-C bonds and one new quaternary carbon stereogenic center in a single synthetic step, converting readily available benzonitrile substrates into 1,1-disubstituted indanes in 49-85% yield and 92-97% ee.

SUBMITTER: Watson MP 

PROVIDER: S-EPMC2596758 | biostudies-literature | 2008 Sep

REPOSITORIES: biostudies-literature