AUGUST/SEPTEMBER 2019 • COOK’S COUNTRY 23
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Key Steps
Use fresh fruit Top and tail a fresh pine-
apple, and then cut off the rind.
Create rings Use round cutters to re-
move the tough core from the slices.
Cook rings in syrup Simmer the rings in
pineapple juice and brown sugar.
Reduce syrup Remove the cooked rings
and boil the syrup down to a rich caramel.
poured a simple yellow cake batter on
top and popped the pan into the oven.
Yes, the flavor of the pineapple rings
was much fresher, but the fruit was still
a little tough and the moisture it ex-
uded made the cake soggy and mushy.
And the cake still didn’t look glossy or
have its own pineapple flavor.
In my next test I tried to solve the
sogginess problem while also doubling
down on pineapple flavor. I grabbed
a 12-inch skillet and cooked the
stamped-out fresh pineapple rings in a
mixture of 1 cup of pineapple juice and
an increased amount of brown sugar.
This tenderized the fruit and cooked
off some of its juice; I hoped it would
also give me more caramel to leave the
cake with a gooey, glossy shine.
Once I’d transferred the rings
to the cake pan, I concentrated and
caramelized the mixture of juice and
sugar in the pan by simmering it until
it was sticky and syrupy; I then added
butter to create a pineapple-flavored
caramel sauce. Half the sauce went
into the cake pan with the pineapple.
While the cake baked, I thinned out
the remainder of the pineapple cara-
mel with some dark rum—to cut the
sweetness and add aromatic complex-
ity—and a bit more fresh pineapple
juice for vibrancy. Then, while the
cake cooled, I poked holes all over it
with a toothpick and brushed most
of my pineapple-rum caramel on top
to let it soak in. I reserved just a little
bit of the caramel to brush on right
before serving.
As I turned out this new, juiced-up
version of my cake, I was delighted to
find that it looked positively stunning.
There was just enough extra pine-
apple caramel to leave a few drips on
the platter and create the right gooey
consistency and glossy shine, but not
so much as to make the cake soggy.
The real revelation came when
we all dug in. The rings were tender,
juicy, and vibrant. The cake was ultra-
buttery and balanced by the complex,
heady pineapple-rum caramel soak.
The essence of sunshiny pineapple
carried through the entire experi-
ence, from top to bottom. This was a
pineapple upside-down cake fit for a
special occasion.
PINEAPPLE UPSIDE-DOWN CAKE
Serves 8
You will need a 3¼-inch round cutter
and a 1¼-inch round cutter or apple
corer to make the pineapple rings. If
you prefer, you can substitute 2 ad-
ditional tablespoons of pineapple juice
for the rum in step 5.
1 pineapple, peeled
1½ cups packed (10½ ounces)
light brown sugar
1 cup plus 2 tablespoons pineapple
juice, divided
7 maraschino cherries, stemmed
and patted dry
12 tablespoons unsalted butter, cut
into 12 pieces, plus 8 tablespoons
melted
1 teaspoon table salt, divided
2 tablespoons dark rum
1½ cups (7½ ounces) all-purpose flour
1 teaspoon baking powder
1 cup (7 ounces) granulated sugar
½ cup whole milk
2 large eggs
1 teaspoon vanilla extract
- Adjust oven rack to middle position
and heat oven to 350 degrees. Grease
9-inch round cake pan, line with parch-
ment paper, and grease parchment. - Cut seven ½-inch-thick crosswise
slices from pineapple. (Reserve remain-
ing pineapple for another use.) Using
3¼-inch round cutter, cut slices into
neat rounds; discard trimmings. Using
1¼-inch round cutter or apple corer,
remove core from pineapple slices to
create rings; discard core pieces.
- Combine brown sugar and 1 cup
pineapple juice in 12-inch skillet. Add
pineapple rings to skillet in single
layer. Bring to boil over medium-high
heat and cook until rings have soft-
ened, about 10 minutes, flipping rings
halfway through cooking. Transfer
rings to prepared pan, placing 1 ring
in center of pan and arranging re-
maining 6 rings around circumference
of pan (rings will fit snugly in pan
without overlapping). Place cherries
in centers of rings. - Return brown sugar mixture to boil
over medium-high heat and cook, stir-
ring frequently, until rubber spatula
dragged across bottom of skillet
leaves trail that fills in slowly, bubbles
increase in size, and mixture registers
260 degrees, 3 to 6 minutes. Care-
fully stir in 12 tablespoons butter and
½ teaspoon salt until butter is melted
(caramel may look separated at first).
Return mixture to boil and cook until
frothy and uniform in texture, about
1 minute. Let caramel cool off heat
for 5 minutes. - Transfer caramel to 4-cup liquid
measuring cup. Pour ¾ cup caramel
evenly over pineapple rings, gently
shaking pan to distribute. Whisk rum
and remaining 2 tablespoons pineapple
juice into remaining caramel; set aside. - Whisk flour, baking powder, and
remaining ½ teaspoon salt together
in bowl. Whisk granulated sugar,
milk, eggs, and vanilla in large bowl
until smooth, about 1 minute. Whisk
8 tablespoons melted butter into milk
mixture until combined. Whisk flour
mixture into milk mixture until no dry
flour remains. - Transfer batter to prepared pan and
smooth top with rubber spatula. Bake
until light golden brown and toothpick
inserted in center comes out clean,
50 minutes to 1 hour. - Transfer pan to wire rack. Imme-
diately run paring knife between cake
and sides of pan. Using toothpick,
poke about 80 holes evenly over cake.
Microwave reserved caramel mixture
until warm, about 1 minute. Brush
cake with ½ cup reserved caramel
mixture. Let cake cool in pan for
25 minutes. Carefully invert cake onto
serving plate. Brush top of cake with
remaining reserved caramel mixture
as desired. Serve warm or at room
temperature, passing any remaining
caramel mixture separately.
It’s hard to overstate just how glamorous pineapples
were in Renaissance Europe. After Christopher Colum-
bus presented a pineapple to King Ferdinand II of Aragon
in 1496 following his second voyage to the Caribbean, the
fruit became a culinary status symbol. It was so closely
associated with European aristocracy that by the start
of the English Civil War in 1642, it was a reviled symbol of
excess. But the fruit bounced back, becoming a motif of
luxury carved into mahogany bedposts, painted into por-
traits, and etched into ivory boxes. People who’d never
tasted one had images of them on their wallpaper.
It wasn’t until the late 19th century that pineapple cultivation truly took hold in
Hawaii. By 1930, the islands led the world in pineapple production. Today, the top three
pineapple producers are Costa Rica, Brazil, and the Philippines.
BACKSTORY