Abstract

Three-membered cyclic sulfones undergo substitution on treatment with baseelectrophile mixtures, such as LDA-Me3SiCl and tBu-P4-phosphazene base-PhCHO, to give either substituted episulfones or the corresponding alkenes following loss of SO2. In the absence of Me3SiCl, reaction of episulfones with LDA results in ring-opening to give alkenyl sulfinate intermediates, which can be alkylated to give (E)-alkenyl sulfone products in stereoselective fashion.

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