SCHEDULED MAINTENANCE:
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.
P. M. T. de Kok and H. M. Buck, J. Chem. Soc., Chem. Commun., 1985, 1009 DOI: 10.1039/C39850001009
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