Regio- and stereo-selective hydride uptake in model systems related to 3-carbamoyl pyridinium compounds

Abstract

The hydride reduction of 13-methyl-3-aza-13-azonia-bicyclo[10.2.2]hexadeca-1(14),12,15-trien-2-one iodide with sodium dithionite in an aqueous solution of sodium hydrogen carbonate resulted in its boat-shaped 13,15-dihydro analogue in which the incorporated hydrogen occupies almost exclusively (>95%) an axial position.