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Manganese(III)-mediated oxidative transformations of dearomatized phloroglucinol (1,3,5-trihydroxybenzene) derivatives are reported. A number of cyclization modes have been observed, including polycyclization to afford bicyclo[2.2.2]octadiones via a formal oxidative radical [4 + 2] cycloaddition.

Manganese(III)-Mediated Transformations of Phloroglucinols: A Formal Oxidative [4 + 2] Cycloaddition Leading to Bicyclo[2.2.2]octadiones