A new method is reported for constructing α-methylene-γ-butyrolactone moiety under neutral, anhydrous conditions. Olefin–dibromocarbene adducts were transformed into methyl 1-(dimethylaminomethyl)cyclopropanecarboxylates (3). Treatment of 3 with trimethylsilyl iodide followed by thermolytic distillation of the crude products gave α-methylene-γ-butyrolactones with high regio- and stereo selectivity.
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Saimoto et al. (1983) studied this question.
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