Major product formed in the following reaction is: · ABC26OR0702

Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Easy

Major product formed in the following reaction is: Question structure 1 of 2, ABC26OR0702 Question structure 2 of 2, ABC26OR0702
(a)Option (a) structure, ABC26OR0702
(b)Option (b) structure, ABC26OR0702
(c)Option (c) structure, ABC26OR0702
(d)Option (d) structure, ABC26OR0702
Answer
Answer: A ✓ checked by 4AB · confidence medium

The source book printed no answer; this one was worked out and checked — see the explanation.

Explanation
Dienone–phenol rearrangement: protonation of the cross-conjugated dienone triggers a 1,2-shift of the angular methyl to the adjacent ring carbon, and aromatisation gives the phenol with the methyl on the aromatic ring (a); the lactone ring and its stereocentres are untouched.

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