Abstract: Pivalaldehyde-1-d and optically pure a-phenylethylamine were condensed to their imine derivative, N-(neopentylidene-1-d)-a-phenylethylamine (IH, D). This material when heated at 75 O with potassium tert-butoxide in tert-butyl alcohol, isomerized through an azaallylic anion to give 97 z optically pure N-(a-methylbenzylidene) neopentylamine-Id (11- D), which was hydrolyzed to optically active neopentylamine-1-d and then converted back ...
