Asymmetric catalysis. Part 137: Nickel catalysed enantioselective alpha-ketol rearrangement of 1-benzoylcycloalkanols

Brunner, Henri and Kagan, Henri B. and Kreutzer, Georg (2001) Asymmetric catalysis. Part 137: Nickel catalysed enantioselective alpha-ketol rearrangement of 1-benzoylcycloalkanols. TETRAHEDRON-ASYMMETRY, 12 (3). pp. 497-499. ISSN 0957-4166

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Abstract

Using catalytic amounts of Ni complexes the tertiary alpha -hydroxyketones 1-benzoylcyclobutanol 1 and 1-benzoylcyclopentanol 3 undergo alpha -ketol rearrangement. The use of the chiral ligand 2,6-bis[(4S)-isopropyl-2-oxazolin-2-yl]pyridine gave an enantiomeric excess of about 34% for both systems, forming (-)-2-hydroxy-2-phenylcyclopentanone 2 and (R)-(-)-2-hydroxy-2-phenylcyclohexanone 4. 1-Benzoylcyclohexanol 5 could not be catalytically rearranged to 6 under these conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: ;
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: 02 Mar 2022 16:45
Last Modified: 02 Mar 2022 16:45
URI: https://pred.uni-regensburg.de/id/eprint/41671

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