Can iPhone work with Bose dock and a Bluetooth speaker at the same time I have a Bose docking station and was thinking of buying a wireless bluetooth Bose speaker as well for the living room

If I play my iPhone on the docking station in the kitchen, will the blootooth still work to play the portable speaker in the living room?

so music is being played in both rooms simultaneously.
No - the iPhone will only send audio to one of the two, with the physical speaker it is attached to being the preference. 

You could possibly have the physical speaker output sound and send it to the Bose wireless but that's the only thing I can think of.