Asymmetric Hydrogenation of Unsaturated Ureas with the BIPI Ligands
Organic Letters2007Vol. 10(2), pp. 341–344
Citations Over TimeTop 10% of 2007 papers
Carl A. Busacca, Jon C. Lorenz, Nelu Grinberg, Nizar Haddad, Hee Won Lee, Zhibin Li, Mary Liang, Diana C. Reeves, Anjan K. Saha, Rich Varsolona, Chris H. Senanayake
Abstract
Asymmetric hydrogenation of unsaturated urea esters with the BIPI Ligands has been examined. Optimization of the P-N ligand structure has led to the development of chiral rhodium catalysts capable of producing the targets with >99% ee. The critical phosphine borane SNAr reaction needed for ligand synthesis has been optimized to give the adducts in high yield at ambient temperature with no racemization. An extremely concise, economical, and scalable sequence to these important new ligands for catalysis of asymmetric hydrogenation has been developed.
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