Diastereoselective hydrogenation of folic acid esters with the Daniphos ligand |
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Authors: | Wolfgang Braun Albrecht Salzer Viola Groehn |
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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 |
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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. |
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Keywords: | Rhodium Diphosphines Planar chirality Asymmetric hydrogenation |
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