Q29 · CSIR NET Chemistry, December 2013
Paper: CSIR NET December 2013 · 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 reaction sequence is: 
+ 
+ (a)
(b)
(c)
(d)
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
de Mayo reaction: [2+2] photocycloaddition of the enol acetate to cyclopentene, then KOH/MeOH hydrolysis and retro-aldol ring opening give the cyclooctane-1,5-dione fused to cyclopentane (a).
Study loop for Reagents, Reaction Mechanisms & Named Reactions