Hold the metal: Upon exposure of acetates 1 to substoichiometric quantities of triphenylphosphane in the presence of 2, regioselective metal-free allylic substitution occurs through a formal tandem SN2′–SN2′ substitution mechanism to provide γ-butenolides 3 with high levels of regio- and diastereocontrol (see scheme).
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Cho et al. (2004) studied this question.
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