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Synthesis 1988; 1988(12): 980-981
DOI: 10.1055/s-1988-27774
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Oxidative Assistance in the Conversion of α-Iodoketones to α-Ketols

Joseph H. Boyer* , Anbazhagan Natesh
  • *Department of Chemistry, University of New Orleans, New Orleans LA 70148, USA
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Publikationsdatum:
20. August 2002 (online)

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Treatment with bis(trifluoroacetoxy)iodobenzene (2) followed by hydrolysis converted five phenacyl iodides 1a-e to phenacyl alcohols 8a-d, 9 but failed to convert exo-3-iodonorbornan-2-one (10) and 2-iodocyclohexanone (11) to α-ketols. Iodinations by proposed intermediate trifluoroacetoxy iodide (5) were assumed to explain the formation of p-diiodobenzene (7) and 2-hydroxy-1-(3′-iodo-4′-methoxyphenyl) ethanone (9).

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