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A golden platter filled with fresh warm Pineapple Upside Down Cupcakes topped with cherries.

Pineapple Upside Down Cupcakes


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5 from 11 reviews

Description

These individual Pineapple Upside Down Cupcakes combine a moist, pineapple-infused cake crumb with a rich, buttery brown sugar glaze. Using convenient pantry staples, this retro-inspired dessert is ready to serve in under forty minutes, making it the perfect treat for busy weeknights.


Ingredients

  • 1 box pineapple cake mix
  • 1 cup pineapple juice (reserved from canned pineapple)
  • 1/3 cup vegetable oil
  • 3 large eggs
  • 1/2 cup unsalted butter, melted
  • 1 cup light brown sugar, packed
  • 24 maraschino cherries
  • 1 can (20 oz) crushed pineapple, well-drained


Instructions

  1. Prepare the oven. Preheat your oven to 350°F and thoroughly coat twenty-four muffin cups with nonstick baking spray.
  2. Build the base. Spoon one teaspoon of melted butter into each muffin cup, followed by one tablespoon of brown sugar.
  3. Add fruit layers. Place one maraschino cherry in the center of each cup and top with a heaping tablespoon of drained crushed pineapple, pressing down firmly.
  4. Mix the batter. Combine the cake mix, pineapple juice, oil, and eggs in a bowl, beating until the batter is smooth and well combined.
  5. Fill the tins. Portion the cake batter evenly into the muffin cups, filling them almost to the top.
  6. Bake the cupcakes. Place in the oven and bake for twenty minutes, or until a toothpick inserted into the center comes out clean.
  7. Cool and flip. Let the cupcakes rest for five minutes, then carefully invert the muffin tins onto wax paper to release them.
  8. Dust and serve. Lightly dust the tops with confectioners’ sugar and serve while still warm.

Notes

  • Ensure the crushed pineapple is very well-drained to prevent the caramel topping from becoming too watery.
  • Flip the cupcakes promptly after five minutes of resting to prevent the cooling sugar from bonding them to the pan.
  • Use room temperature eggs and juice to help the batter emulsify into a light, tender texture.
  • Apply a high-quality flour-based baking spray to guarantee a clean release for the sticky caramel tops.
  • Prep Time: 20 mins
  • Cook Time: 20 mins
  • Category: Dessert
  • Method: Baking
  • Cuisine: American