A general scheme of reactions between chloro (chloromethyl) dimethylstannane and N- trimethylsilylamides and-lactams was established by NMR and IR techniques. The reactions proceed via transmetallation followed by transformation of the N-stannylated intermediate (1) into (N–Sn)-coordinated O-stannylmethyl (2) and (O–Sn)-coordinated N-stannylmethyl (3) derivatives. In the cases of 2-piperidone and 2-hexahydroazepinone these products ...