ANS=A , in this reaction to get ans A we need to break epoxide ring in a way such that carboncation is form at alpha carbon to carbonyl group which is highly unstable.
Doubt from Alcohols and ethers
The carbocation formed will be in resonance but still the resonating structure will have O+ which is very stable in this case .
I think option B should have been the correct answer !
Breaking epoxide such that it forms C+ near carbonyl doesn’t seem correct to me
Answer should be D if we rotate the compound .
Option A is correct ! It’s like like a special case , this question came once in olympiad .
It is forming carbocation at right ring not because of stability of C+ factor rather the C=O bond then forms H bonding with the OH formed after epoxide is cleavaged
2 Likes
It is similar to pinacol pinacolone mechanisism .
Though carbocation formed is unstable it is formed such that ring expands to form carbonyl compound(which is highly stable).
2 Likes