Q.30-9
Question
When a 2,6-disubstituted allyl phenyl ether is heated in an attempted Claisen rearrangement, migration occurs to give the p-allyl product as the result oftwo sequential pericyclic reactions. Explain.
Step-by-Step Solution
Verified Answer
The product is formed by Claisen rearrangement which is followed by Cope rearrangement. This involves [3,3] sigmatropic reaction, it also follows enolization
1It involoves two pericyclic reactions.
The overall reaction given below follows 2 pericyclic reactions
2The overall mechanism involve[3,3] sigmatropic reaction.
The product is formed by Claisen rearrangement which is followed by Cope rearrangement. This involves [3,3] sigmatropic reaction, it also follows enolization. (As shown in the figure below).
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