Abstract

A bis(arylsulfonyl) peroxide-mediated 1,2-difunctionalization of cyclic enol ethers is reported. Bis(nosyl) peroxide selectively sulfonylates the 3-position of enol ethers, generating an oxocarbenium ion that is trapped by a carboxylic acid nucleophile at the 2-position. The reaction proceeds in a good yield and tolerates a variety of cyclic enol ethers, including glycals as well as various carboxylic acids, which act as the oxocarbeium ion trapping reagents.

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