Enantioselective catalysis. 157 Carbohydrate-based, water-soluble ligands for the stereoselective hydrogenation of folic acid

Brunner, Henri and Keck, Christian (2005) Enantioselective catalysis. 157 Carbohydrate-based, water-soluble ligands for the stereoselective hydrogenation of folic acid. ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 631 (13-14). pp. 2555-2562. ISSN 0044-2313,

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Abstract

The new chiral ligands 11-30 were synthesized by combining aldehydes and ketones, able for coordination, with mono-and disaccharides via oxime ether bridges stable towards hydrolysis. Due to their OH groups they were water-soluble (except 11 and 19), whereas their acetylated analogs dissolved in organic solvents. The new ligands were used in homogeneous and heterogenized catalysts for the stereoselective hydrogenation of folic acid 31, the formylated hydrogenation product 33 of which is the anticancer drug Leucovorine.

Item Type: Article
Uncontrolled Keywords: ASYMMETRIC HYDROGENATION; OXIME ETHERS; COMPLEXES; HYDROLYSIS; catalysis; hydrogenation (stereoselective); folic acid
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 21 Jun 2021 07:32
Last Modified: 21 Jun 2021 07:32
URI: https://pred.uni-regensburg.de/id/eprint/36850

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