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1
Whisk 1 1/3 cups sugar, 1/4 cup water, 1/4 cup rum, 3 tablespoons brandy, yolks, and nutmeg in metal bowl.
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2
Set bowl over saucepan of simmering water (do not allow bottom of bowl to touch water).
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3
Whisk constantly until mixture thickens and candy thermometer inserted into mixture registers 140F for 3 minutes, about 5 minutes total.
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4
Remove bowl from over water.
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5
Whisk mascarpone, 1 container at a time, into warm custard until blended.
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6
Using electric mixer, beat whipping cream, vanilla, 1 tablespoon brandy, and 1 teaspoon rum in large bowl until cream holds peaks.
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7
Fold in mascarpone mixture.
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8
Bring 1 cup water to simmer in small saucepan.
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9
Remove from heat.
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10
Add 2 tablespoons sugar and espresso powder; stir to dissolve.
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11
Mix in liqueur.
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12
Submerge 1 biscuit in espresso mixture, turning to coat twice; shake excess liquid back into pan.
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13
Place dipped biscuit, sugared side facing out, around bottom side of 14-cup trifle dish, pressing against side of dish (biscuit may break).
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14
Repeat with enough biscuits to go around bottom sides of dish once.
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15
Dip more biscuits and arrange over bottom of dish to cover.
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16
Spoon 2 cups mascarpone mixture over biscuits; spread to cover.
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17
Sprinkle 1/4 cup ground chocolate over, making chocolate visible at sides of dish.
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18
Repeat with more biscuits dipped into espresso mixture, mascarpone mixture, and ground chocolate in 2 more layers each.
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19
Cover with 1 more layer of dipped biscuits and enough mascarpone mixture to reach top of trifle dish.
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20
Sprinkle remaining ground chocolate over, covering completely.
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21
Cover and chill overnight.
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22
Gently press stem end of largest chocolate leaves around edge of trifle.
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23
Fill center with smaller leaves.
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24
(Can be made 8 hours ahead; chill.)
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25
*Available at Italian markets, specialty foods stores, and some supermarkets.