Q24 · CSIR-NET Chemistry, June 2011
Paper: CSIR-NET June 2011 · Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Pericyclic Reactions – General · Marks: 2 · Difficulty: Medium
The structures of the major products X and Y in the following transformation are 
+ 
$\xrightarrow{\Delta}$ X 
Y
+ $\xrightarrow{\Delta}$ X Y(a)
(b)
(c)
(d)
Answer
Answer: C ✓ checked by 4AB · confidence medium
Explanation
Cyclopentadiene + methyl vinyl ketone gives the endo Diels–Alder adduct X; irradiation triggers an intramolecular Paternò–Büchi [2+2] between the ketone C=O and the norbornene C=C, giving the caged oxetane Y (c).
Study loop for Pericyclic Reactions