RETRO-COPE ELIMINATIONS IN THE SYNTHESIS OF 1,2,5-OXADIAZINANES FROM ALLYLAMINES AND NITRONES - A METHOD FOR THE AMINATION OF UNACTIVATED ALKENES

被引:38
作者
GRAVESTOCK, MB
KNIGHT, DW
THORNTON, SR
机构
[1] ICI AGROCHEM, JEALOTTS HILL RES STN, BRACKNELL RG12 3EY, BERKS, ENGLAND
[2] CHEM DEPT, NOTTINGHAM NG7 2RD, ENGLAND
关键词
D O I
10.1039/c39930000169
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Heating an allylamine (e.g. 9) and a nitrone (e.g. 10) in an inert solvent produces often excellent yields of a 1,2,5-oxadiazinane (e.g. 11) by a pathway which features a retro-Cope elimination and a Meisenheimer rearrangement; reduction of the oxadiazinanes leads to vicinal diamines and hence overall amination of the alkene function in the original allylamine.
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页码:169 / 171
页数:3
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