Issue 13, 1979

Electronic control of stereoselectivity in the chlorination of 7-azabenzonorbornenes and 7-azabenzonorbornadienes with N-chlorosuccinimide

Abstract

The ratios of syn and anti N-chloroamines obtained from treatment of 7-azabenzonorbornenes and 7-azabenzonorbornadienes with N-chlorosuccinimide at –50°C vary with the electronic character of the substituents on the benzenoid ring and differ substantially from the ratios observed under conditions of rapid inversion at nitrogen.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1979, 585-586

Electronic control of stereoselectivity in the chlorination of 7-azabenzonorbornenes and 7-azabenzonorbornadienes with N-chlorosuccinimide

J. R. Malpass and M. P. Walker, J. Chem. Soc., Chem. Commun., 1979, 585 DOI: 10.1039/C39790000585

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