Synfacts 2007(12): 1292-1292  
DOI: 10.1055/s-2007-991370
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

New Ligands for Rhodium-Catalyzed Asymmetric Hydrogenation of Olefins

Contributor(s): Mark Lautens, Praew Thansandote
L. Eberhardt, D. Armspach*, D. Matt*, B. Oswald, L. Toupet
Université des Rennes, Institut de Chimie and Université Louis Pasteur, Strasbourg, France and Genzyme Pharmaceuticals, Liestal, Switzerland
Further Information

Publication History

Publication Date:
22 November 2007 (online)


The present work illustrates that enantiopure BINOL-derived diphosphoramidite ligands with hydrazine spacers are good ligands for the rhodium-catalyzed hydrogenation of 2-acetylamino-3-arylpropenoic methyl esters. The substituents on the two hydrazine nitrogens have a large influence on the enantioselectivity of the reaction, with bulky symmetrical groups leading to the highest ee values.