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Substituted 4-pentenols undergo regio- and stereoselective chlorocyclization, when treated in solutions of dimethyl carbonate with chloride, a terminal oxidant, and a buffered proton source. Effective oxidants for liberating chlorine-like reactivity from chloride in the temperature range between 20 and 40 °C are tert-butyl hydroperoxide, activated by a titanium(IV) or a molybdenum(VI) ONO-chelate...