R. Jasiński, Magda Ziółkowska, O. Demchuk, Agata Maziarka
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引用次数: 55
摘要
摘要[2+3]高活性(Z)- c -(3,4,5-三甲氧基苯基)- n -甲基硝基酮与(E)-2- r -亚硝基苯基)在温和条件下进行环加成反应，得到立体异构体2-甲基-3-(3,4,5-三甲氧基苯基)-4-硝基-5- r -异恶唑烷的混合物。环加成的区域特异性可以用亲电性指数理论来解释。然而，立体选择性是由空间和次级轨道效应的综合决定的。
Regio- and stereoselectivity of polar [2+3] cycloaddition reactions between (Z)-C-(3,4,5-trimethoxyphenyl)-N-methylnitrone and selected (E)-2-substituted nitroethenes
Abstract[2+3] Cycloaddition reactions of the highly reactive (Z)-C-(3,4,5-trimethoxyphenyl)-N-methylnitrone with (E)-2-R-nitroethenes proceed under mild conditions and yield mixtures of stereoisomeric 2-methyl-3-(3,4,5-trimethoxyphenyl)-4-nitro-5-R-isoxazolidines. The effect of regiospecificity of the cycloadditions may be accounted for by the theory of electrophilicity indexes. Stereoselectivity, however, is determined by a compilation of steric and secondary orbital effects.
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