The 2-iodo-N-(prop-2-enyl)acetamides 1, upon treatment with triethylborane (0.2–0.6 mol equiv.) in boiling benzene, undergo iodine atom-transfer cyclisation to give the 4-(iodomethyl)pyrrolidin-2-ones 2 in high yields. The method has been applied to the synthesis of γ-lactones.
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Ikeda et al. (1998) studied this question.
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