Q31E - Organic Chemistry (Mcmurry)

Question

1. The following synthesis of dienones occurs readily. Propose a mechanism to account for the results, and identify the kind of pericyclic 

reaction involved.

Step-by-Step Solution

Answer

The steps involved in the given reaction are:

1. [3,3] sigmatropic rearrangement
2. Tautomerisation
3. Abstraction of H from acid

Step 1: Steps Involved in the Reaction

The steps involved in the given reaction are:

5.[3,3] sigmatropic rearrangement

6.Tautomerisation

7.Abstraction of H from acid

Step 2: Mechanism

The mechanism for the given conversation can be represented as: