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Treatment of 7\u2010<jats:italic>tert<\/jats:italic>\u2010butoxynorbornadiene with peroxycarboxylic acids provided mixtures of <jats:italic>C<\/jats:italic><jats:sub>1<\/jats:sub>\u2010 and <jats:italic>C<\/jats:italic><jats:sub>3<\/jats:sub>\u2010symmetric 3,5,7\u2010triacyloxynortricyclenes via transannular \u03c0\u2010cyclization and replacement of the <jats:italic>tert<\/jats:italic>\u2010butoxy group. By refluxing in formic acid, the <jats:italic>C<\/jats:italic><jats:sub>1<\/jats:sub>\u2010symmetric esters were converted to the <jats:italic>C<\/jats:italic><jats:sub>3<\/jats:sub>\u2010symmetric formate. Hydrolysis gave diastereoisomeric triols, which were separated by recrystallization. Enantiomer resolution via diastereoisomeric tri(<jats:italic>O<\/jats:italic>\u2010methylmandelates) delivered the target triols on a gram scale. 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