The reactions of lithium N,N-bis(trimethylsilyl)aminomethyl acetylide with electrophilicreagents offered a short preparation of substituted and functional propargyl amines. These are shown to be useful precursors of various unsaturated protected primary amines. Addition reactions to the carboncarbon triple bond or isomerisation reactions gave rise to allylic, dienic and α-allenic amines.
The readily obtained N,N-bis(trimethylsilyl)-propargylic amines are shown to be useful precursors of various functional protectedprimaryamines. It readily gives rise to N,N-bis(trimethylsilyl)dienamines, 2-aza-1,3,5-hexatrienes, α-allenic amines, substituted allylamines and lactams.