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

被引:30
作者
Ikeda, M
Teranishi, H
Nozaki, K
Ishibashi, H [1 ]
机构
[1] Kyoto Pharmaceut Univ, Kyoto 6078414, Japan
[2] Kanazawa Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9200934, Japan
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 10期
关键词
D O I
10.1039/a800402a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 gamma-lactones.
引用
收藏
页码:1691 / 1697
页数:7
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