Abstract Ortho-lithiation of N, N-dimethylbenzylamine and reaction with trimethylborate gave the corresponding boronic acid in good yields. The reaction was extended to the synthesis of various aromatic boron compounds with nitrogen-containing substituents in the ortho- position, including a chiral boroxin prepared from (S)-N, N dimethyl-1-phenylethylamine. From N-methyl-benzylamine a stable boronium salt was obtained under certain conditions ...