Q16 · CSIR-NET Chemistry, December 2014
Paper: CSIR-NET December 2014 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The products A and B in the following reaction sequence are: 
(a)
B = 
B = (b)
B = 
B = (c)
B = 
B = (d)
B = 
B = Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
Co₂(CO)₈/NMO Pauson–Khand of the enyne gives the fused cyclopentenone with the TMS at the α-carbon (A); SmI₂ cleaves the N–O bond of the isoxazolidine, leaving the Boc-amine and the primary alcohol (B) — (a).
Study loop for Reagents, Reaction Mechanisms & Named Reactions