Site selectivity in the reactions of 1, 3-dipoles with norbornadiene derivatives
D Cristina, M De Amici, C De Micheli, R Gandolfi
Index: Cristina, D.; Amici, M. De; Micheli, C. De; Gandolfi, R. Tetrahedron, 1981 , vol. 37, p. 1349 - 1357
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Citation Number: 26
Abstract
The cycloadditions of arylazides, benzonitrile oxides and diphenylnitrile imine to norbotnadiene derivatives 1a–c showed varying degree of site-and stereo-selectivity. With dipolarophile 1a arylazides and benzonitrile oxides attack, preferentially, the electron-poor tetrasubstituted double bond, while in the case of 1b and 1c is the substituted double bond which enters the cycloaddition. By contrast, 2-diazopropane and C-pnenyl-N-methyl- ...
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