Abstract
Reaction of di (10-octahydroquinolizinyl) hydroxylamine (I) with methyl iodide in methanol gave 6-hydroxyimino-1-methyldecahydroazecine methiodide (II), 5-methyl-10-methoxyoctahydroquinolizinium iodide (III) and 3, 4, 6, 7, 8, 9-hexahydro-2H-qunolizine (IV). Reduction of II with lithium in liquid ammonia afforded 6-hydroxyimino-1-methyldecahydroazecine (X), 6-amino-1-methyloctahydroazecine (XI) and IV. In addition, the similar reduction of III led to the formation of IV, VIII and cis-1-methyl-1, 2, 3, 4, 7, 8, 9, 10-octahydroazecine (XIV).