Q18 · CSIR NET Chemistry, June 2013
Paper: CSIR NET June 2013 · 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: 
1. $\mathrm{CH_3CO_3H}$ 
1. $\mathrm{CH_3CO_3H}$ (a)
(b)
(c)
(d)
Answer
Answer: B ✓ checked by 4AB · confidence medium
Explanation
Baeyer–Villiger moves the more substituted bridgehead carbon onto oxygen; LiAlH₄ then reduces the lactone to the diol. The tertiary OH on the methyl carbon and the hydroxyethyl chain were the two ends of the old two-carbon bridge, so they are cis on the cyclopentane (b).
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