Synfacts 2008(4): 0391-0391  
DOI: 10.1055/s-2008-1042786
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Highly Enantioselective Hydrogenation of Unsaturated Ureas

Contributor(s): Mark Lautens, Frédéric Ménard
C. A. Busacca*, J. C. Lorenz, N. Grinberg, N. Haddad, H. Lee, Z. Li, M. Liang, D. Reeves, A. Saha, R. Varsolona, C. H. Senanayake
Boehringer-Ingelheim Pharmaceuticals Inc., Ridgefield, USA
Further Information

Publication History

Publication Date:
19 March 2008 (online)


A family of P,N ligands is reported to achieve the hydrogenation of unsaturated urea esters with levels of enantioselection previously only attainable with P,P ligands. In contrast to unsaturated amino esters, the direct enantioselective hydrogenation of unsaturated ureas is not well investigated. The new catalytic hydrogenation system proved to tolerate a wide range of functional groups, including the hindered terminal alkene 4.