UNUSUAL TRANSFORMATION OF TRIMETHYLSILYLOXYISOXAZOLIDINES INITIATED BY THE FLUORIDE-ION

被引：6

作者：

MOISEENKOV, AM

BELYANKIN, AV

BUEVICH, AV

VESELOVSKY, VV

机构：

[1] N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 117913

来源：

RUSSIAN CHEMICAL BULLETIN | 1994年 / 43卷 / 03期

关键词：

TRIMETHYLSILYLOXYISOXAZOLIDINE; NITROSO COMPOUND; SILYLNITRONATE; 1,3-DIPOLAR CYCLOADDITION; ALDOXIME;

D O I：

10.1007/BF01169719

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It was found that opening of the isoxazolidine ring of 6a alpha-isopropenyl-1 alpha/beta- trimethylsilyloxy-3,3a alpha,4,5,6,6a-hexahydro-(1H)- cyclopent[c]isoxazoles by the F- ion initially gives an intermediate, a tertiary nitrosocompound detected by UV and NMR spectroscopy. Its transformation, finally, into alpha,beta-unsaturated aldoximes probably involves an unprecedented allylic migration of the nitroso group.

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页码：420 / 423

页数：4

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