Q33 · CSIR NET Chemistry, June 2011
Paper: CSIR NET June 2011 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The major product formed in the following transformation is:


(a)

(b)

(c)

(d)

Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
The cuprate adds 1,4, putting Me on the Ph-bearing carbon and creating a quaternary centre. Allyl chloride then traps the enolate at the α-carbon, trans to the larger group, giving the 2-allyl-3-methyl-3-phenylcyclohexanone (d).
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