Sentence 1: He began trying to plan a model with three thousand stars in their orbits, trying to find some simple way of moving them.

Sentence 2: He started attempting to plan a model with no stars at all.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: Flanked by some of the city's most stylish fashion boutiques and shoe stores, the quarter's main street retains the commercial tradition of its medieval name, Via de' Caleiuoli (stocking- and shoe-makers).

Sentence 2: The main street has been absent of fashion and shoe stores since the medieval times.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: Genetic engineering can do crazy things.

Sentence 2: Genetic engineering is useful for taking on new problems.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell