Asymmetric α-hydroxy ketone synthesis by direct ketone oxidation using a bimetallic palladium(II) complex

Asymmetric α-hydroxy ketone synthesis by direct ketone oxidation using a bimetallic palladium(II) complex

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 addit...

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Veröffentlicht in:Tetrahedron letters 2012-05, Vol.53 (22), p.2699-2701
Hauptverfasser: Hamed, Othman A., El-Qisairi, Arab, Qaseer, Hanan, Hamed, Emad M., Henry, Patrick M., Becker, Daniel P.
Format: Artikel
Sprache:eng
Schlagworte:
Acyloin
Asymmetric synthesis
Asymmetry
Bimetallic palladium
Bimetals
Catalysis
Ketones
Oxidation
Palladium catalysis
Solvents
Synthesis (chemistry)
Tetrahedrons
α-Hydroxyketone
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Beschreibung
Zusammenfassung: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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.03.066