The major products M and N in the given reaction sequence are N · ABC26OR0624
Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Easy
The major products M and N in the given reaction sequence are 
N
N(a)
N 
N (b)M 
(c)
(d)M 
Answer
Answer: B ✓ checked by 4AB · confidence low
The source book printed no answer; this one was worked out and checked — see the explanation.
Explanation
Carbomethoxylation gives the β-keto ester. Dibromination followed by NaOMe drives a Favorskii ring contraction to the cyclopentene diester M, and DIBAL-H gives the diol N (b).
Study loop for Reagents, Reaction Mechanisms & Named Reactions