An easy route to lithium N,N-bis(trimethylsilyl)aminomethylacetylide 1 is described. Reactions of 1 with electrophiles give rise to various protected primaryamines.
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.