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1
Mince garlic and mash to a paste with 1 teaspoon salt using a large heavy knife, then stir together garlic paste, rosemary, pepper, and 1 tablespoon oil in a small bowl.
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2
Pat pork dry and rub all over with paste.
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3
Marinate, uncovered, at room temperature 20 minutes.
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4
While pork marinates, prepare grill for cooking.
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5
If using a charcoal grill, open vents on bottom of grill, then light charcoal.
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6
Charcoal fire is medium-hot when you can hold your hand 5 inches above rack for 3 to 4 seconds.
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7
If using a gas grill, preheat burners on high, covered, 10 minutes, then reduce heat to moderate.
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8
While grill is heating, set a box grater into a shallow dish, then rub cut sides of tomatoes against large teardrop-shaped holes to remove as much tomato pulp as possible (discard skins).
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9
Boil tomato pulp, sugar, red pepper flakes, and remaining 1/2 teaspoon salt in a 4-quart heavy pot, uncovered, stirring occasionally, until reduced to about 1 1/2 cups, 15 to 20 minutes.
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10
Transfer tomato jam to a bowl set in a larger bowl of ice and cold water and cool to room temperature, stirring.
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11
Brush both sides of endive halves with remaining 1 1/2 tablespoons oil and season with salt.
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12
Grill pork and endives on lightly oiled grill rack, turning over occasionally, until thermometer inserted diagonally into center of pork registers 150F and endives are tender, 8 to 10 minutes.
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13
Transfer pork to a cutting board and let stand 5 minutes.
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14
(Internal temperature will rise to about 155F while standing.)
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15
Serve pork with endives and tomato chile jam.