High regioselectivity in electrochemical α-methoxylation of N-protected cyclic amines
作者:Samuel S. Libendi、Yosuke Demizu、Yoshihiro Matsumura、Osamu Onomura
DOI:10.1016/j.tet.2008.02.060
日期:2008.4
N-Protecting groups of alpha-substituted cyclic amines strongly affected the regioselectivity in electrochemical methoxylation of these compounds. Namely, N-acyl derivatives were transformed into alpha'-methoxylated compounds, while N-cyano derivatives changed into alpha-methoxylated derivatives. Furthermore, Lewis acid catalyzed nucleophilic substitution of the alpha-methoxylated compounds protected with cyano group afforded alpha,alpha-disubstituted cyclic amines. (c) 2008 Elsevier Ltd. All rights reserved.