From the given following (A to D) cyclic structures, those which will not react with Tollen's reagent are :

- A
B and D
- B
A and D
- C
A and B
- D
B and C
Tollen's reagent oxidises aldehydes (and in carbohydrate chemistry, the open-chain aldehyde form that exists in equilibrium with cyclic hemiacetals).
A cyclic sugar with a free anomeric —OH is a hemiacetal, which opens to expose the aldehyde — it gives a positive Tollen's test (silver mirror).
A cyclic sugar with the anomeric —OH replaced by —OR is a glycoside / acetal. It cannot ring-open under neutral or basic conditions, so it does not expose an aldehyde and gives a negative Tollen's test.
Structures (B) and (C) are glycosides → no reaction. Structures (A) and (D) are hemiacetals → positive test.
B and C.
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