In a sieve over a medium non-reactive sauce pot, strain the tomatoes of their juice into the sauce pot. Add the sherry vinegar, sugar, red pepper flakes, oregano and basil to the tomato juice. Stir and cook over high heat. Once bubbles begin to form on the surface, reduce to a simmer. Allow liquid to reduce by 1/2 to a thickened, loose syrup consistency.
Squeeze each tomato thoroughly to ensure most seeds are removed. Set the tomatoes aside.
Cut the carrot, onion and celery into uniform sizes and combine with olive oil and garlic in a non-reactive roasting pan over low heat. Sweat the vegetables until the carrots are tender and the onions become translucent, about 15 to 20 minutes. Add the tomatoes and capers.
Place the roasting pan on the middle rack of the oven and broil for 15 to 20 minutes, stirring every 5 minutes. The tomatoes should start to brown slightly on the edges with light caramelization.
Remove the pan from the broiler. Place the pan over 2 burners on the stove. Add the white wine to the tomatoes and cook for 2 to 3 more minutes over medium heat.
Put the tomato mixture into a deep pot or bowl and add the reduced tomato liquid. Blend to desired consistency with a stick blender and adjust the seasoning to taste.