Synthesis of 1,3-Dicarbonyl Compounds by the Oxidation of 3-Hydroxycarbonyl Compounds with Corey-Kim Reagent
- 1 January 1988
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1988 (03) , 178-183
- https://doi.org/10.1055/s-1988-27506
Abstract
A new method for the preparation of various 1,3-dicarbonyl compounds is described. Oxidation of 3-hydroxycarbonyl compounds without substituent at C-2 position by the Corey-Kim reagent (N-chlorosuccinimide-dimethyl sulfide) afforded the stable dimethylsulfonium methylides, which on reductive desulfurization by zinc-acetic acid furnished the 1,3-dicarbonyl derivatives.On the other hand, the same treatment of 2-mono-, or 2,2-disubstituted 3-hydroxy-carbonyl compounds gave directly the corresponding 1,3-dicarbonyl analogous,respectively.Keywords
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