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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 3
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Original Articles

Deprotection and Direct Oxidative Deprotection of Trimethylsilyl Ethers to their Corresponding Alcohols and Carbonyl Compounds with Tris[trinitratocerium(IV)] Paraperiodate, [(NO3)3Ce]3.H2IO6, in an Aprotic Solvent

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Pages 423-432 | Received 21 Jun 1995, Published online: 21 Aug 2006
 

Abstract

Deprotection of structurally different trimethylsilyl ethers to their corresponding alcohols has been achieved in refluxing benzene in the presence of tris[trinitratocerium(IV)] paraperiodte in a few minutes. This reagent has also been used successfuly for the direct oxidation of trimethylsilyl ethers to their corresponding carbonyl compounds. Benzylic double bonds are prone to cleavage reactions with this method.

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