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Enantioselective Nickel-Catalyzed Hydrocyanation of Vinylarenes Using Chiral Phosphine–Phosphite Ligands and TMS-CN as a Source of HCN

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  • This work was supported by the Fonds der Chemischen Industrie (doctoral stipend to A.F.). It was performed within the context of “SusChemSys”, a program of the State of North Rhine-Westphalia (Germany), co-financed by the European Union through ERDF funds. We also thank Carl Dittmer, Köln, for contributing to the ligand synthesis. TMS=trimethylsilyl.

Abstract

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Anti-headache chemistry: In the presence of a tailored modular P,P ligand the nickel-catalyzed addition of HCN, generated in situ from TMS-CN, to styrene derivatives proceeds with an unprecedented level of stereocontrol (up to 97 % ee) to give 2-aryl-acetonitriles, for example, the depicted precursor of Ibuprofen.

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