Question: A primary alcohol can be oxidized only as far as the aldehyde stage if the alcohol is first treated with tosyl chloride (TsCl) and the

A primary alcohol can be oxidized only as far as the aldehyde stage if the alcohol is first treated with tosyl chloride (TsCl) and the resulting tosylate is allowed to react with dimethyl sulfoxide (DMSO). Propose a mechanism for this reaction.

CHCH,CH CH,OH pridine CHCHCHCHoTs TsCl DMSO -me, CH3CH-CH-CH-OTs CH3CH-CH2CH pyridine

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