The regio- and stereoselective synthesis of trans-2,3-dihydropyridine N-oxides and piperidines.
Reactivity N-Own: Pyridine N-oxides can be used for the complete regio- and stereoselective synthesis of trans-substituted piperidines. The sequential addition of Grignard reagents and aldehydes or ketones to pyridine N-oxides yields a complete regio- and stereoselective trans 2,3-addition reaction in high yields, and the substituted 2,3-dihydropyridine N-oxide can be reduced to form 2,3-trans-substituted piperidines (see scheme).
Andersson
Hans
H
Department of Chemistry, Umeå University, Petrus lestadius väg, 90187 Umeå, Sweden.
Gustafsson
Magnus
M
Boström
Dan
D
Olsson
Roger
R
Almqvist
Fredrik
F