Tetrahedron

Chemical repercussions of orbital interactions through bond and through space. Effect of remote substituents on the addition of nitrenes to bicyclic olefins

RA Aitken, I Gosney, H Farries, MH Palmer, I Simpson…

文献索引：Aitken, R. Alan; Gosney, Ian; Farries, Hugh; Palmer, Michael H.; Simpson, Isobel; et. al. Tetrahedron, 1985 , vol. 41, # 7 p. 1329 - 1346

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被引用次数: 11

摘要

The reactivity of a series of bicyclic olefins with nitrenes is profoundly influenced by the nature of remote functional groups. There is a marked lack of reactivity for reactions with carboethoxynitrene as compared to phthalimidonitrene which is distinctly nucleophilic in character. An explanation for the reluctance to form aziridines is offered in terms of orbital interactions between the distant groups and the olefinic bond, making the latter ...