Asymmetric catalysis .104. Double stereoselection in rhodium catalysts in enantioselective hydration of (Z)-alpha-N-acetylaminocinnamic acid

Brunner, Henri and Wagenhuber, Ludwig (1996) Asymmetric catalysis .104. Double stereoselection in rhodium catalysts in enantioselective hydration of (Z)-alpha-N-acetylaminocinnamic acid. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 525 (1-2). pp. 259-268. ISSN 0022-328X, 1872-8561

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Abstract

Optically active rhodium catalysts with double stereoselection were prepared from the optically active chelating phosphanes Diop and Norphos and eta-1,5-cyclooctadiene rhodium complexes which contain the anions of optically active 1,3-diketones and 1,3-ketoimines based on camphor. Use of these complexes in the homogeneous enantioselective hydrogenation of (Z)-alpha-N-acetamidocinnamic acid to N-acetylphenylalanine gave optical inductions up to 90.7% and 92.3% ee for Diop and Norphos complexes, respectively. These results exceed those obtained with the corresponding phosphane-rhodium systems without additional optically active coligands.

Item Type: Article
Uncontrolled Keywords: TRANSITION-METAL COMPLEXES; CHELATING PHOSPHANE; HYDROGENATION; NORPHOS; LIGAND; catalysis; diphenylphosphine; rhodium; chirality; hydrogenation
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: 09 Jun 2023 12:39
Last Modified: 09 Jun 2023 12:39
URI: https://pred.uni-regensburg.de/id/eprint/51344

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