Synthesis and reactivity of α-allenylhydroxylamines:: a new efficient access to 3,6-dihydro-1,2-oxazines

被引:16
作者
Dumez, E [1 ]
Dulcère, JP [1 ]
机构
[1] Fac Sci & Tech St Jerome, ReSo, UMR 6516, F-13397 Marseille 20, France
关键词
D O I
10.1039/a707840d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
SmI2-promoted reduction of alpha-allenyl nitro derivatives 2a-f using controlled conditions provides either 3-amino-4-vinylidenetetrahydrofuran 3a or 3-hydroxylamino-4-vinylidenetetrahydrofurans 4b-f, which undergo intramolecular cyclization consistent with a reverse Cope elimination to afford 3,6-dihydro-1,2-oxazines 5b-f.
引用
收藏
页码:479 / 480
页数:2
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