Q.49. - Organic Chemistry

Question

Question: What product (including stereochemistry) is formed in each of the following intramolecular reactions?

Step-by-Step Solution

Answer

Answer

Step 1: Intramolecular aldol reaction

In the presence of the reagents NaOEt and EtOH, the compound undergoes an intramolecular aldol reaction. In this reaction, the  $\mathit{\alpha }\mathbf{-}$carbon of one of the carbonyl  groups bonds with the carbonyl $\left(C=O\right)$carbon of another carbonyl group.

Step 2: Dieckmannreaction

In this reaction, the ester group and the carbonyl group undergo a reaction to form a cyclic $\mathit{\beta }\mathbf{-}$ketoesterin the presence of NaOEt and H₃O⁺ reagents.

Step 3: Explanation

a. The product including stereochemistry is shown hereunder.

b. The product including stereochemistry is shown here below: