Highly diastereoselective aziridination of α,β-unsaturated amides using diaziridine

被引：0
|
作者：
Ishihara, H [1 ]
Ito, YN [1 ]
Katsuki, T [1 ]
机构：
[1] Kyushu Univ, Fac Sci, Dept Chem, Higashi Ku, Fukuoka 8128581, Japan
来源：
CHEMISTRY LETTERS | 2001年 / 10期
关键词：
D O I：
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中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Racemic 3-cyclohexyl-1-methyldiaziridine was found to react with alpha,beta -unsaturated amides in basic conditions, giving N-unprotected trans-aziridines, while 3,3-pentamethylenediaziridine had been reported to afford cis-aziridines in high diastereoselectivity. The trans-selectivity was partially dependent on the stereochemistry of the substrate. The stereochemistries of these reactions were reasonably explained by the conformational analysis of the intermediary enolates.
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页码：984 / 985
页数：2
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