Preheat oven to 350°F.
For the topping, pour the melted butter into a 9-inch round cake pan. Use a pastry brush or folded paper towel to spread it around into one even layer. Sprinkle the brown sugar evenly over the melted butter.
⅓ cup unsalted butter, ½ cup brown sugar
Arrange the pineapple slices over the butter/sugar mixture. Place a maraschino cherry in the middle of each pineapple ring.
20 ounces sliced pineapple, 13 maraschino cherries
In a large bowl, whisk the flour, baking powder, and salt together.
1½ cups all-purpose flour, 1½ teaspoons baking powder, ¼ teaspoon kosher salt
In the bowl of a stand mixer fitted with the paddle attachment, beat the butter and granulated sugar together until light and fluffy, about 2 minutes.
½ cup unsalted butter, ¾ cup granulated sugar
Add in the eggs one at a time, beating each egg until combined. Scrape down the sides as needed.
2 large eggs
Mix in the sour cream, pineapple juice, and vanilla extract, scraping down the bowl as needed.
¼ cup sour cream, ¼ cup reserved pineapple juice, 1 teaspoon pure vanilla extract
Add in the dry ingredients and mix until just combined.
Gently pour the batter into the pan and spread it into an even layer.
Bake for 30 minutes, then cover loosely with aluminum foil and bake for another 15 minutes.
Cool the cake on a wire rack for 15-20 minutes before inverting onto your serving plate.