GENERATION OF ALPHA-NITROALKYL RADICALS BY OXIDATION OF NITRONATE ANIONS WITH CERIUM(IV) AMMONIUM-NITRATE AND THEIR ADDITION-REACTION TO ELECTRON-RICH OLEFINS

被引:22
作者
ARAI, N [1 ]
NARASAKA, K [1 ]
机构
[1] UNIV TOKYO, GRAD SCH SCI, DEPT CHEM, BUNKYO KU, TOKYO 113, JAPAN
关键词
D O I
10.1246/cl.1995.987
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
alpha-Nitroalkyl radicals are generated by oxidation of nitronate anions with cerium(IV) ammonium nitrate. When the reactions are carried out in the presence of electron-rich olefins, such as silyl enol ethers, intermolecular addition of the radicals proceeds to afford beta-nitroketones, which are further converted to alpha,beta-unsaturated ketones in good yield.
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页码:987 / 988
页数:2
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