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Allytic triflones react with THF and cyclohexane and related molecules to undergo a trifluoromethyl radical mediated C-H functionalization reaction. Due to polar effects, the reactions benefit from the presence of electron-withdrawing group at the 2-position of the allylic triflones.
By tethering allyl sulfone to polystyrene (3-steps from polystyrene beads consisting of lithiation, sulfination, and allylation), trisubstituted olefins can be generated by Cα-sulfone alkylation and subsequent resin cleavage by S N 2 nucleophilic displacement of sulfinate.
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