Abstract

α-Hypervalent iodo functionalized phosphonium and arsonium ylides 2 can be used as umpolung ylides to react with nucleophiles to give α-heteroatom substituted ylides 4 in good yields. A tandem sequence of nucleophilic substitution then Wittig reaction occurs smoothly to form ( Z)-α-halo-α,β-unsaturated esters 6 , stereoselectively, in moderate to excellent yields.

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