344746-97-0Relevant academic research and scientific papers
High regioselectivity in electrochemical α-methoxylation of N-protected cyclic amines
Libendi, Samuel S.,Demizu, Yosuke,Matsumura, Yoshihiro,Onomura, Osamu
, p. 3935 - 3942 (2008/09/20)
N-Protecting groups of α-substituted cyclic amines strongly affected the regioselectivity in electrochemical methoxylation 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 cyclic amines.
Electro-organic Reactions. Part 23. Regioselectivity and the Stereochemistry of Anodic Methoxylation of N-Acylpiperidines and N-Acylmorpholines
Palasz, Peter D.,Utley, James H. P.,Hardstone, J. David
, p. 807 - 814 (2007/10/02)
Anodic methoxylation of conformationally biassed N-acylpiperidines has been shown to give axial substitution due to steric constraints imposed by relatively slow rotation of the planar N-acyl groups.These steric constraints also account for the regioselec
