Q84 · CSIR NET Chemistry, December 2013
Paper: CSIR NET December 2013 · Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Pericyclic Reactions – General · Marks: 2 · Difficulty: Hard
The major product formed in the following reaction sequence is


(a)
(b)

(c)

(d)

Answer
Answer: A ✓ checked by 4AB · confidence medium
Explanation
De Mayo reaction: [2+2] photocycloaddition of the enol-acetate enone to cyclopentene, then base (KOH/MeOH) removes the acetate. Retro-aldol fragmentation of the cyclobutanol opens the ring to a 1,5-diketone (a, as in the source key).
Study loop for Pericyclic Reactions