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Diastereoselective hydrogenation of folic acid esters with the Daniphos ligand
Authors:Wolfgang Braun  Albrecht Salzer  Viola Groehn
Institution:a Institut für Anorganische Chemie, RWTH Aachen, Professor-Pirlet-Strasse 1, D 52074 Aachen, Germany
b Merck Eprova AG, Im Laternenacker 5, CH 8200 Schaffhausen, Switzerland
Abstract:Folic acid dimethylester benzenesulfonate was hydrogenated homogeneously in a rhodium-catalyzed diastereoselective reaction employing a set of the previously published planar-chiral “Daniphos” ligands, which are based on an arene chromium tricarbonyl scaffold. Diastereoselectivities of up to 42% de were achieved, almost matching the benchmark ligand BINAP. An X-ray structure of the most successful ligand P(i-Pr2)/PPh2 is presented and discussed.
Keywords:Rhodium  Diphosphines  Planar chirality  Asymmetric hydrogenation
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