PHOTOCHEMISTRY OF BETA,GAMMA-UNSATURATED OXIME ACETATES - AZA-DI-PI-METHANE REACTIVITY OF FUNCTIONALIZED ALL-ALIPHATIC SYSTEMS - A PHOTOCHEMICAL APPROACH TO PYRETHRIN-LIKE CYCLOPROPANE DERIVATIVES

被引:10
作者
ARMESTO, D [1 ]
GALLEGO, MG [1 ]
HORSPOOL, WM [1 ]
机构
[1] UNIV DUNDEE,DEPT CHEM,DUNDEE DD1 4HN,SCOTLAND
关键词
D O I
10.1016/S0040-4020(01)87940-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The acetone-sensitized irradiation of two series of oxime acetates has been studied. The first group, oxime acetates of 4-ethoxycarbonyl-, 4-cyano-, 4-methoxymethyl- and 4-acetoxymethyl-2, 2-dimethylbut-3-enal, undergoes E-Z-isomerization of the C=C bond. The second group of compounds, oxime acetates of 4-ethoxycarbonyl-, 4-cyano-, and 4-acetoxymethyl-2,2-dimethylpent-3-enal, rearranges by the aza-di-π-methane reaction to afford cyclopropane derivatives. © 1990.
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页码:6185 / 6192
页数:8
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