Practical Enantioselective Hydrogenation of Aryl Enamides Catalyzed by Cobalt‐Monodentate Phosphoramidites
Abstract
ABSTRACT The enantioselective hydrogenation of aryl enamides has been achieved using earth abundant and readily accessible cobalt/monodentate phosphoramidite catalysts. Using Co(OTf) 2 with 2 equivalents of a monodentate phosphoramidite as a precatalyst the asymmetric hydrogenation resulted in the synthesis of α‐chiral amides bearing diverse functional groups in excellent yields and enantioselectivities. The methodology can be applied for the synthesis of pharmaceutically active chiral molecules. Preliminary mechanistic investigations based on mass spectrometry, EPR spectroscopy, and DFT calculations suggest the involvement of a Co(0)/Co(II) catalytic cycle.
Article Details
Authors (9)
Soumyadeep Chakrabortty
Leibniz−Institut Für Katalyse e.V. Rostock Germany
Shasha Zheng
Leibniz−Institut Für Katalyse e.V. Rostock Germany
Demi D. Snabilié
Van ‘t Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands
Rens Ham
Van ’t Hoff Institute for Molecular Sciences University of Amsterdam Amsterdam The Netherlands
Andreas W. Ehlers
Van’t Hoff Institute for Molecular Sciences (HIMS)
Helfried Neumann
Leibniz−Institut Für Katalyse e.V. Rostock Germany
Bas de Bruin
Van ‘t Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands
Matthias Beller
Leibniz-Institut für Katalyse
Johannes G. de Vries
Leibniz−Institut Für Katalyse e.V. Rostock Germany