Q6 · CSIR NET Chemistry, December 2015
Paper: CSIR NET December 2015 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction is
\[ \xrightarrow[\mathrm{CH_2Cl_2},\ \text{reflux}]{\mathrm{Rh_2(OAc)_4}} \]
(a)

(b)

(c)

(d)

Answer
Answer: B ✓ checked by 4AB · confidence medium
Explanation
The Rh carbenoid is trapped by the ether oxygen to form an oxonium ylide, which undergoes a [1,2]-Stevens shift of the benzyl group: 2-benzyl-4,4-dimethyl-tetrahydrofuran-3-one (b).
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