Asymmetric synthesis

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Asymmetric α -Hydroxy Ketone Synthesis by Direct Ketone Oxidation Using a Bimetallic Palladium(II) Complex

Journal Title, Volume, Page: 
Tetrahedron Letters 53(22), 2699-2701
Year of Publication: 
2012
Authors: 
Hamed, Othman A
Department of Chemistry, An-Najah National University, PO Box 7, Nablus, Palestine
Current Affiliation: 
Department of Chemistry, An-Najah National University, PO Box 7, Nablus, Palestine
Arab El-Qisairi
Department of Chemistry, Mu’tah University, PO Box 7, Mu’tah-Karak, Jordan
Hanan Qaseer
Department of Chemistry, Mu’tah University, PO Box 7, Mu’tah-Karak, Jordan
Emad M. Hamed
Department of Chemistry, University of Guelph, Ontario, Canada N1G 2W1
Patrick M. Henry
Department of Chemistry, Loyola University Chicago, 6525 N. Sheridan Road, Chicago, IL 60626, USA
Daniel P. Becker
Department of Chemistry, Loyola University Chicago, 6525 N. Sheridan Road, Chicago, IL 60626, USA
Preferred Abstract (Original): 

The oxidation of ketones by a chiral bimetallic palladium(II) complex in the presence of CuCl2 in THF–water solvents gave an enantioselective synthesis of α-hydroxyketones in catalytic oxidation utilizing an atmosphere of oxygen. The ee’s ranged from 61% to 92%. The reaction was accelerated by addition of strong acid that presumably increases the rate of enolization.

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