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

TETRAHEDRON LETTERS

卷:53

Article

Hamed, Othman A.²  El-Qisairi, Arab³  Qaseer, Hanan³  Hamed, Emad M.⁴  Henry, Patrick M.¹  Becker, Daniel P.¹ 

[1] Loyola Univ, Dept Chem, Chicago, IL 60626 USA

[2] An Njaha Natl Univ, Dept Chem, Nablus, Israel

[3] Mutah Univ, Dept Chem, Mutah Al Karak, Jordan

[4] Univ Guelph, Dept Chem, Guelph, ON N1G 2W1, Canada

关键词: Asymmetric synthesis;    alpha-Hydroxyketone;    Palladium catalysis;    Acyloin;    Bimetallic palladium;   

DOI  :  10.1016/j.tetlet.2012.03.066

来源: Elsevier

【 摘 要 】

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 alpha-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. (C) 2012 Elsevier Ltd. All rights reserved.

【 授权许可】

Free