Heat 2 tablespoons of the oil in a wok over medium heat. Saute the garlic until it sizzles, and add the broccoli raab and red pepper flakes. Saute 5-7 minutes or until broccoli raab is wilted. Transfer broccoli raab from wok to a serving plate.
Add remaining oil to the wok; add tomatoes and cook 5-7 minutes or until skins brown and tomatoes split, stirring occasionally. Stir in the beans, and cook 2-3 minutes more. Spoon tomato bean mixtures on top of broccoli raab, and garnish with Parmesan.