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Asymmetric intramolecular arylcyanation of unactivated Olefins via C-CN bond activation

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 130, 期 38, 页码 12594-+

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AMER CHEMICAL SOC
DOI: 10.1021/ja805094j

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  1. NIGMS [GM-43214]

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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.

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