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Methylidenemalonates are converted into the corresponding oxiranes in 81–97 % yield when treated with m‐chloroperbenzoic acid in solution in refluxing dichloromethane (Prilezhaev reaction). Results suggest that Prilezhaev's epoxidation of methylidenemalonates proceed via a 1,3‐dipolar addition process in sharp contrast with the behaviour of acrylates.
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Cock et al. (1987) studied this question.
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