Abstract
The oxidation of a number of secondary alcohols (i.e., 2-propanol, 1-phenylethanol, 3-octanol, cyclobutanol, exo- and endo-2-norborneol) by methyl(trifluoromethyl)dioxirane (1a) affords the corresponding ketones in high yield (92-99%), under mild conditions and within short reaction times (2-20 min). Primary alcohols 1-butanol and benzyl alcohol are converted by 1a into butyric acid and into PhCHO/PhCO 2 H mixtures, respectively, while 2-methyl-2-propanol is not oxidized. Functional group selectivity is illustrated by the clean conversion of two epoxy alcohols, namely 3,4-epoxy-2-butanol and (+)-1,2-epoxy-3-pentanol, into the corresponding epoxy ketones, leaving the epoxy functionality untouched
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