Issue 10, 1998

Triethylborane-mediated atom-transfer cyclisation of 2-iodo-N-(prop-2-enyl)acetamides and related compounds

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 1691-1698

Triethylborane-mediated atom-transfer cyclisation of 2-iodo-N-(prop-2-enyl)acetamides and related compounds

M. Ikeda, H. Teranishi, K. Nozaki and H. Ishibashi, J. Chem. Soc., Perkin Trans. 1, 1998, 1691 DOI: 10.1039/A800402A

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