Pineapple Upside-Down Cupcakes

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My mom is all about healthy food. She is the one who introduced me to tofu and quinoa and pretty much every other healthy thing I eat. She’s an amazing cook and baker. My mom didn’t make dessert very often (or at least it didn’t seem like it was very often because I have a huge sweet tooth). One of my favorite things that she made, though, was pineapple upside-down cake – due in large part to the buttery brown sugar topping.

I like to make the upside-down cake as cupcakes because I’m terrible at cutting cakes (and bars and pretty much everything else). Seriously, I can’t cut a straight line no matter how hard I try, and I end up making a big ol’ mess. You’ll have to do a little maneuvering to make the pineapple ring fit in the muffin cups, but, otherwise, these cupcakes are a snap to make.

Pineapple Upside-Down Cupcakes
  • 1 c. cake flour
  • 1 ¾ tsp. baking powder
  • 1/4 tsp. salt
  • 6 T. butter, at room temperature, divided
  • 1/2 c. granulated sugar
  • 1 tsp. vanilla extract
  • 1 egg
  • 1/2 c. buttermilk or sour milk (I used 1/2 T. pineapple juice and then filled the cup the rest of the way with milk)
  • 1 (20 oz.) can pineapple slices
  • 1/2 c. brown sugar
  1. Preheat oven to 350 F. Grease a 12-cup muffin tin; set aside.
  2. In a small bowl, whisk together the flour, baking powder, and salt.
  3. With a hand mixer, or in the bowl of a stand mixer fitted with a paddle attachment, beat together 4 tablespoons butter and granulated sugar.
  4. Add egg and vanilla extract; beat until well-combined, scraping down the sides as needed.
  5. Stir in the flour mixture until just barely incorporated.
  6. Add buttermilk and stir until just combined.
  7. Melt remaining 2 tablespoons of butter and pour evenly into bottom of muffin tins.
  8. Top with 2 teaspoons of brown sugar in each tin.
  9. Add 1 slice of pineapple over brown sugar, fitting it as needed.
  10. Divide batter evenly between muffin tins.
  11. Bake for 20-25 minutes, or until lightly browned and toothpick inserted into one comes out without crumbs.
  12. Cool in pan for 5 minutes, and then loosen and invert onto serving platter.

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    • kateheartseating says

      Thanks!! =) If you like pineapple, it’s great to cook and bake with. I’ve used it in muffins, cakes, and even just glazed it by itself.

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