Abstract
| - 5,5-Dimethyl-1,4,2-dioxazoles are readily installed by transketalization of 2,2-diethoxypropane,where both the NH and OH moieties are protected in a nonprotic form. The dioxazoles are stableto a wide variety of reaction conditions and readily revert back to the hydroxamic acid by treatmentwith Nafion-H in 2-propanol. The method is applicable to primary, secondary, tertiary, and aromatichydroxamic acids, and the acidity of the protons adjacent to the dioxazole allows α-functionalization.
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