Question
Download Solution PDFThe intermediate A and the major product B formed in the following reaction are
Answer (Detailed Solution Below)
Detailed Solution
Download Solution PDFExplanation:
→ Tertiary amine is reacted with methyl iodide to make quaternary ammonium salt.
→ K2CO3 + DBU will give a thermodynamically controlled reaction. N ylide is generated in this step.
→ Heating will rearrange the molecule in favored stereochemistry, due to the presence of bulkier groups at pseudoequitorial positions it will give minimal interactions.
→ Then, the reaction will move further according to Aza[2,3] Wittig rearrangement to give the major product.
Mechanism:
Conclusion:
The correct answer is option 2.
Last updated on Jul 8, 2025
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