Heat chiles, garlic, and 6 tablespoons oil in a large, deep skillet over medium-low. Cook, stirring occasionally, until garlic is tender and light golden, about 5 minutes. Add anchovies and oregano; cook, breaking up anchovies using the back of a spoon, until garlic is golden and mixture is fragrant, about 1 minute and 30 seconds. Add tomatoes; bring to a simmer over medium. Simmer, stirring occasionally, until flavors are melded and sauce thickens, about 10 minutes. Remove and discard chiles. Stir in olives and capers.
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