Q34 · CSIR-NET Chemistry, December 2019
Paper: CSIR-NET December 2019 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Marks: 2 · Difficulty: Medium
The correct sequence of reactions involved in the following transformation is: 
(a)Aldol condensation, Michael addition, aldol reaction
(b)Aldol condensation, aldol reaction, Michael addition
(c)Michael addition, Aldol condensation, aldol reaction
(d)Aldol condensation, Michael addition, Michael addition
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
NaOEt self-condenses cyclohexanone to 2-cyclohexylidenecyclohexanone (aldol condensation). A third cyclohexanone enolate adds by Michael addition, and an intramolecular aldol reaction then closes the bridged β-hydroxy ketone (a).
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