Abstract

An efficient synthesis of α,α,β,β-tetrasubstituted β-lactones is achieved by an electrochemically supported Reformatsky reaction of aliphatic and aromatic ketones with ethyl α-bromoisobutyrate at a sacrificial indium anode. Under these conditions, in most cases the expected β-hydroxy esters are formed only in negligible amounts or not at all. β-Lactones are also obtained with a sacrificial zinc anode or even with indium or zinc powder. The substitution pattern of the reactants, the polarity of the solvent, and the applied metal are recognized as factors influencing the extent of the β-lactone formation

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