9 tablespoons of butter
Cut butter into 1/2 inch pieces and chill.
10 1/2 ounces extra-bittersweet chocolate
Chop the chocolate.
1 1/2cups all-purpose flour
1/2 teaspoon salt
1/4 cup confectioners' sugar
1/2 teaspoon ground cinnamon
9 tablespoons unsalted butter, cut into 1/2-inch pieces and chilled
1/4 cup sweet dessert wine, such as vin santo
To make the pastry, combine the flour, salt, confectioners' sugar, and cinnamon in a food processor and pulse 2 or 3 times to mix. Add the butter and pulse until the mixture resembles coarse crumbs. With the machine running, pour in the wine and process until the dough comes together. Place the dough on a sheet of plastic wrap, gently press it into a disk, and wrap tightly. Refrigerate for 30 minutes.
Preheat the oven to 400°F.
1 tablespoon butter
Butter a 10-inch fluted tart pan.
Roll the dough out between sheets of plastic to a 12-inch circle about 1/4 inch thick. Line the tart pan with the dough and trim the excess. Refrigerate until chilled.
Prick the shell and bake the tart shell for 12 minutes, or just until set. Set aside to cool.
Reduce the oven temperature to 375ºF.
1 1/2 cups heavy cream
To make the filling, in a medium saucepan, bring the cream to a simmer over medium heat.
10 1/2 ounces extra-bittersweet chocolate, already finely chopped
Remove from the heat, add the chocolate, and stir to melt. Transfer to a medium bowl and let cool from 20 minutes.
2 large eggs
1 large egg yolk
2 tablespoons unsweetened cocoa powder
1 teaspoon anise seeds, crushed
1 tablespoon anisette
In a small bowl, lightly beat the eggs and egg yolk together. Whisk the cocoa and eggs into the chocolate mixture, then whisk in the crushed anise seeds and anisette.
Pour the filling into the tart shell and bake for 15 minutes or just until the filling forms a shiny skin and is slightly firm but still loose at the center. Cool the tart for 15 minutes on a rack, then remove the sides of the pan and cool completely.
1 cup confectioners' sugar
1 1/2 tablespoons milk, or as needed
2 teaspoons anisette
In a medium bowl, beat the confectioners' sugar with the milk and anisette to a thin, pourable consistency; add a few more drops of milk if needed.
Drizzle over the cooled tart with the glaze. Allow the glaze to harden before serving with anisette.