Rub quail evenly with olive oil. Season with salt and pepper. Coat onion slices with olive oil and season with salt and pepper. Place onion slices in a baking dish. Sprinkle brown sugar over onion and place 1 quail on each onion. Pour wine into dish, cover and bake in a preheated 375 degree oven for 12 – 15 minutes or until quail are just cooked and still just a tad pink at the thigh joint.
In a bowl, combine crab meat with next 5 ingredients. Season with salt and pepper. Place crab stuffing inside tomato. Drizzle olive oil over tomato. Place tomatoes in a baking dish and bake at 375 degrees for 6 to 7 minutes.
For each serving, place two quail (with onion underneath) and one stuffed tomato on plate.