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This study investigates the ring opening of 2,3-epoxy-steroids using various halide sources in the presence of imidazolium ionic liquids, highlighting the temperature-dependent switch between the Fürst−Plattner and Anti-Fürst−Plattner rules. The ionic liquids enhance the selectivity for diequatorial halohydrins at elevated temperatures, achieving yields of 43-96% based on the halide ion used. The reusability of the ionic liquids and the structural confirmation of the products through NMR and HRMS are also

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