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Synlett 1993; 1993(7): 511-512
DOI: 10.1055/s-1993-22511
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Synthesis of Unsymmetrical α-Diketones via Autooxidation of α-Hydroxy Imines

Masahiro Murakami* , Ichiro Komoto, Hajime Ito, Yoshihiko Ito
  • *Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Kyoto 606-01, Japan
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Publication Date:
19 March 2002 (online)

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A new method for the synthesis of unsymmetrical αdiketones is developed. Autoxidation of α-hydroxy imines, prepared by samarium(II) iodide-mediated three-component coupling of an organic halide, 2,6-xylyl isocyanide, and a carbonyl compound, afforded the corresponding α-keto imines, which were hydrolyzed to α-diketones in high yield.