Pineapple upside-down cake is one of the more toothsome desserts. I’ve discovered, however, that you can significantly improve the richness and texture of this cake by using a high-quality buttermilk cake and by using fresh pineapple.
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Pineapple-Cherry Filling in Bottom of the Cake Pan
My version of the cake is arguably less attractive than more traditional versions for two reasons: I use crushed pineapple rather than pineapple rings; and I use dark- rather than light-brown sugar. My tendency is always to favor flavor over presentation. You get a much more distinctive pineapple flavor in this way. If you are more concerned about appearance, feel free to substitute pineapple rings and light-brown sugar.
This recipe makes two cakes. If you don’t need two, freeze one cake, which is what I always do. When the cake is cooled, place it in the freezer uncovered on a sheet of aluminum foil until it begins to harden. When firm, wrap it in the foil and place in a plastic bag to prevent that dreadful freezer taste. Thawed, your cake will taste as good as fresh made.
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The Unmolded Cake
If you wish to simplify the recipe, by all means use two 20-ounce cans of sweetened fresh pineapple or a sufficient number of pineapple rings. I find the result is never quite as good, however.
To print or download the recipe, click here.