Enantioselective Rhodium??Catalyzed Hydrogenation of Enamides in the Presence of Chiral Monodentate Phosphanes

S Enthaler, B Hagemann, K Junge…

Index: Enthaler, Stephan; Hagemann, Bernhard; Junge, Kathrin; Erre, Giulia; Beller, Matthias European Journal of Organic Chemistry, 2006 , # 13 p. 2912 - 2917

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Citation Number: 14

Abstract

Abstract The rhodium-catalyzed asymmetric hydrogenation of different acyclic and cyclic N- acyl enamides to give N-acyl-protected optically active amines has been examined for the first time in detail in the presence of chiral monodentate 4, 5-dihydro-3H- dinaphthophosphepines 5a–i. The enantioselectivity is largely dependent on the nature of the substituent at the phosphorus atom and the enamide substrate. Applying optimized ...