Abstract
In this study, trialkylsilyl ethers of indispensable protected alcohols are oxidatively deprotected in neat form with gaseous nitrogen dioxide (NO2). Quantitative yields of aldehydes or ketones are obtained without the necessity of chromatography. The byproducts, nitrogen monoxide, anhydrous nitric acid, and hexamethyldisiloxane, can be quantitatively separated by evaporation and distillation in closed systems for recycling or further use. The direct new method supersedes the previous techniques that produce dangerous wastes and require chromatographic workup, while the atmospheric gas NO2 and its gaseous reduction products are easily kept in closed systems until further use.
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