Heat your Dutch oven over medium heat with olive oil. Add the garlic, chili flakes, and anchovies. Saute for 203 minutes until the anchovies begin to dissolve and the garlc is fragrant.
Add the tomatoes. Fill the can with water to rinse and add the water into the sauce. Stir to combine.
Add in the olives and capers. Allow to simmer for 10 minutes.
Place the cauliflower into the sauce. Drizzle with olive oil.
Baste the head of cauliflower with the sauce and cover.
Bake for 1 hour, or until fork tender.
Sprinkle parmesan cheese over the cauliflower and bake uncovered for 10 more minutes.