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

Othman A. Hamed, An-Njaha National University
Arab El-Qisairi, Mu’tah University
Hanan Qaseer, Mu’tah University
Emad M. Hamed, University of Guelph
Patrick M. Henry, Loyola University Chicago
Daniel Becker, Loyola University Chicago

Author Posting © Elsevier, 2012. This article is posted here by permission of Elsevier for personal use, not for redistribution. The definitive version was published in Tetrahedron Letters, Volume 53, Issue 22, May 30, 2012.


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.