PipPhos and MorfPhos: privileged monodentate phosphoramidite ligands for rhodium-catalyzed asymmetric hydrogenation.

作者信息

Bernsmann Heiko, van den Berg Michel, Hoen Rob, Minnaard Adriaan J, Mehler Gerlinde, Reetz Manfred T, De Vries Johannes G, Feringa Ben L

机构信息

Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.

出版信息

J Org Chem. 2005 Feb 4;70(3):943-51. doi: 10.1021/jo048374o.

A library of 20 monodentate phosphoramidite ligands has been prepared and applied in rhodium-catalyzed asymmetric hydrogenation. This resulted in the identification of two ligands, PipPhos and MorfPhos, that afford excellent and in several cases unprecedented enantioselectivities in the hydrogenation of N-acyldehydroamino acid esters, dimethyl itaconate, acyclic N-acylenamides, and cyclic N-acylenamides. In addition, a method for the parallel enantioselectivity determination of eight acylated amines is presented.