Highregioselectivity in electrochemical α-methoxylation of N-protectedcyclicamines

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Date
2008-04Author
Samuel S. Libendi
Yosuke Demizu
Yoshihiro Matsumura
Osamu Onomura
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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.