Pineapple Upside-Down Cake Recipe by Paula Deen

Level: Moderate

Time: 60 MINUTES

3 ratings
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  • 3 cups cake flour, plus more for pan
  • 1 cup butter, softened, plus 1/2 cup, melted
  • 2 1/4 cups sugar
  • 5 large eggs
  • 1 teaspoon vanilla extract
  • 2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 1 1/4 cups whole buttermilk
  • 1 1/2 cups brown sugar, firmly packed
  • 2 (20 oz) cans pineapple slices in juice, drained well (reserve 2 tablespoons juice for frosting)
  • 1 (10 oz) jar maraschino cherries, drained well
  • 1/2 cup unsalted butter, softened, for frosting
  • 3 1/2 cups confectioner's sugar
  • chopped pecans, for garnish, optional


Preheat the oven to 350°. Spray 2 (9-inch) round cake pans with nonstick cooking spray and coat with flour.


In a large bowl, beat 1 cup butter at medium speed with an electric mixer until creamy. Gradually add the sugar, beating until fluffy. Add the eggs, 1 at a time, beating well after each addition. Stir in the vanilla and set aside.


In a small bowl, add the 3 cups of flour, baking powder and salt. Stir to combine. Add the flour mixture into the egg mixture alternately with the buttermilk, beginning and ending with the flour mixture.


Divide the brown sugar evenly into each pan. Pour the 1/2 cup melted butter equally over the brown sugar. Arrange the pineapple slices and cherries over the brown sugar. Reserve remaining pineapple slices and cherries for another use.


Pour equal amounts of batter over the fruit and bake until a wooden pick inserted in center comes out clean, about 40 to 45 minutes. Let the cakes cool in the pans for 10 minutes. Invert the cakes onto wire racks to cool completely.


To assemble the cake, carefully arrange 1 cake layer, pineapple side up, on a cake plate. Carefully stack the remaining cake layer, pineapple side up, over the first layer. Frost the sides of the cake with Pineapple Buttercream Frosting. Press chopped pecans into sides of cake, if desired.


Pineapple Buttercream Frosting:


Beat 1/2 cup softened butter, 2 tablespoons reserved pineapple juice and confectioner's sugar in a large bowl until well combined.


Yield: about 2 cups

Pineapple Upside-Down Cake


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3 Reviews

Susette 3/19/2016


Carole 2/7/2016
Delicious combin

Delicious combination. I have never done a stacked version with frosting before and this improves the basic version with a richer result. Nothing but rave reactions from those who dared to indulge! Yum!

Christine 8/24/2015
OMG! I always ma

OMG! I always made this in my cast iron skillet,but,this sounds incredible,will make tomorrow. Thank you.

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