ChemInform Abstract: High Regioselectivity in Electrochemical α‐Methoxylation of N‐Protected Cyclic Amines.

Abstract

Pyridine derivatives R 0380High Regioselectivity in Electrochemical α-Methoxylation of N-Protected Cyclic Amines. -The reaction is significantly influenced by the protecting group. N-Acyl derivatives are completely transformed into α'-methoxylated compounds. In contrast, N-cyano derivatives cause predominantly α-methoxylation. The regioselectivity can be further improved by lowering the temperature. The products can be subjected to cyanation and allylation to afford 2,2-disubstituted derivatives. Pyrrolidine (X) can be easily converted into pharmaceutically important spiro compounds. -(LIBENDI, S. S.; DEMIZU, Y.; MATSUMURA, Y.; ONOMURA*, O.; Tetrahedron 64 (2008) 18, 3935-3942; Grad. Sch. Biomed. Sci., Nagasaki Univ., Nagasaki 852, Japan; Eng.) -S. Adam 41-145