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Enantioselective and Regioselective Copper-Catalyzed Borocyanation of 1‑Aryl-1,3-Butadienes

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posted on 14.06.2019, 00:00 by Tao Jia, Marshall J. Smith, Alexander P. Pulis, Gregory J. P. Perry, David J. Procter
A multicomponent copper-catalyzed enantio- and regioselective borocyanation of 1-aryl-1,3-butadienes has been developed. The method provides access to functionalized allylic nitriles in up to 90% yield and 94% ee and thus overcomes some of the long-standing problems associated with the enantioselective insertion of cyano groups into unsaturated organic molecules. Both boron and cyano functionalities can be used as handles for selective manipulation.