He doesn't realize in the playoffs, you don't have as much time and space as you might in other parts of the season. The stakes are higher, everyone raises their level of play, and the speed of the game is more intense. You have to take advantage of the short time you might have the puck, and shoot it when the time is right. He's trying way to hard to make a ****ing highlight reel move.
Oates has them doing what he wants. He had to change the game, did it with hacks, slashes and generally stuff that should be hurting them by keeping them in the box, but of course they are free to roam.