Preparation of Acyloins by Cerium??Catalyzed, Direct Hydroxylation of β??Dicarbonyl Compounds with Molecular Oxygen

J Christoffers, T Werner, S Unger…

Index: Christoffers, Jens; Werner, Thomas; Unger, Sven; Frey, Wolfgang European Journal of Organic Chemistry, 2003 , # 3 p. 425 - 431

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Citation Number: 45

Abstract

Abstract We report the metal-catalyzed α-hydroxylation of a variety of cyclic and acyclic β- dicarbonyl compounds by molecular oxygen. The decisive advantage of this new method is the use of catalytic amounts of the nontoxic cerium salt CeCl 3· 7H 2 O in 2-propanol at ambient temperature. Most of the cyclic substrates 4a− 4i give high yields of analytically pure products 5a− 5i, and the workup procedure is simple filtration through silica gel. The ...