Q96 · 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 $\xrightarrow{h\nu}$ Y
+ $\xrightarrow{\Delta}$ X $\xrightarrow{h\nu}$ Y(a)X = 
Y = 
Y = (b)X = 
Y = 
Y = (c)X = 
Y = 
Y = (d)
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
Endo Diels–Alder adduct X; on irradiation the ketone C=O and the nearby norbornene C=C undergo an intramolecular Paternò–Büchi [2+2], giving the caged oxetane Y (c).
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