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A broad range of fundamental free radical reactions, including hydrogen and halogen atom transfer, radical deoxygenations, radical cyclization reactions, radical additions to C=C and C=N double bonds utilizing β-cyclodextrin-ionic liquid(mono-6-(1-methyl-3- imidazolium) - 6 - deoxy - β -cyclodextrin tosylate (MIM-β-CDOTs) based molecular reactors/alternative media at room temperature are investigated. The reactions proceeded smoothly in moderate to excellent yield at ambient temperature, with noticable improvements in enantioselectivity observed in several key transformations.