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Synlett 1991; 1991(7): 497-498
DOI: 10.1055/s-1991-20775
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Bis(triphenylsilyl) Chromate Catalyzed Oxidation of Silyl Ethers by tert-Butyl Hydroperoxide

Jacques Muzart* , Abdelaziz N'Ait Ajjou
  • *Unité "Réarrangements Thermiques et Photochimiques", Associée au CNRS, Université de Reims Champagne-Ardenne, B.P. 347, F-51062 Reims Cedex, France
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Publication Date:
07 March 2002 (online)

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Secondary benzylic and allylic trimethylsilyl ethers are oxidized at room temperature to the corresponding ketones in high yield using aqueous 70 % tert-butyl hydroperoxide and catalytic amounts of bis(triphenylsilyl) chromate [(Ph3SiO)2]. Under these conditions, the tert-butyldimethyl, thexyldimethyl and triphenylsilyl groups are much less reactive.

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