Highregioselectivity in electrochemical α-methoxylation of N-protectedcyclicamines

Abstract

N-Protecting groups of α-substituted cyclicamines strongly affected the regioselectivity in electrochemicalmethoxylation of these compounds. Namely, N-acyl derivatives were transformed into α′-methoxylated compounds, while N-cyano derivatives changed into α-methoxylated derivatives. Furthermore, Lewis acid catalyzed nucleophilic substitution of the α-methoxylated compounds protected with cyano group afforded α,α-disubstituted cyclicamines.