High regioselectivity in electrochemical α-methoxylation of N-protected cyclic amines
摘要:
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.
PALASZ, P. D.;UTLEY, J. H. P.;HARDSTONE, J. D., J. CHEM. SOC. PERKIN TRANS., 1984, N 4, 807-813
作者:PALASZ, P. D.、UTLEY, J. H. P.、HARDSTONE, J. D.
DOI:——
日期:——
Palasz, Peter D.; Utley, James H. P.; Hardstone, J. David, Journal of the Chemical Society. Perkin transactions II, 1984, # 4, p. 807 - 814
作者:Palasz, Peter D.、Utley, James H. P.、Hardstone, J. David
DOI:——
日期:——
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.