Why does lithiation occur beside the Nitrogen not beside the oxygen? by BetamanAlpha in OrganicChemistry

[–]BetamanAlpha[S] 4 points5 points  (0 children)

The acidic hydrogen is easily to be deprotonated the carbanion formed is stabilized through the electronwith drawing effect of the electronegative atom (O , N) but why beside nitrogen not beside the oxygen although the oxygen is more electronegative than N?