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.
Please wait while we load your content...