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Synfacts 2011(12): 1346-1346
DOI: 10.1055/s-0031-1289346
DOI: 10.1055/s-0031-1289346
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Direct Conversion of Carboxylic Acids into Ketones
D. T. Genna, G. H. Posner*
The Johns Hopkins University, Baltimore, USA
Further Information
Publication History
Publication Date:
18 November 2011 (online)
Significance
A new method for the conversion of carboxylic acids into methyl, n-butyl, and isopropyl ketones using excess cyanocuprates R2CuLi˙LiCN is reported. Stereocenters α to the carboxylic acid are nearly retained during the course of the reaction, and halobenzoic acids, prone to ortho-lithiation, were converted by cyanocuprates into the corresponding halophenyl ketones.