Sentence 1: Sir James looked round approvingly.

Sentence 2: Sir James looked pleased with his performance.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Frenchman's Cove, a little farther east, is also beautiful.

Sentence 2: Another beautiful place is Frenchman's Cove, a little farther to the east.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: White's men followed him, fanning out.

Sentence 2: The men followed White right over the cliff.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell