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

Angewandte Chemie International Edition, Volume 52, Issue 5, pages 1576–1580, January 28, 2013.

Dipl.-Chem. Anna Falk, B. Sc. Anna-Lena Goderz, Prof. Dr. Hans-Günther Schmalz.

Department für Chemie, Universitat zu Köln, Greinstrasse 4, 50939 Köln (Germany)http://www.schmalz.uni-koeln.de

Abstract

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.Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

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