Question
Download Solution PDFThe major product formed in the following reaction is
CSA = camphorsulfonic acid
This question was previously asked in
CSIR-UGC (NET) Chemical Science: Held on (26 Nov 2020)
Answer (Detailed Solution Below)
Option 2 : 
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Detailed Solution
Download Solution PDFConcept:
- [3,3] sigmatropic reaction is a class of pericyclic reactions whose stereochemical outcome is governed by the geometric requirements of the cyclic transition state.
- These reactions generally proceed via a chair-like transition state where 1,3-diaxial interactions are minimized.
- The Mannich reaction is a three-component organic reaction that involves the amino alkylation of an acidic proton subsequent to a carbonyl functional group by formaldehyde and a primary or secondary amine or ammonia. The final product is a β-amino-carbonyl compound also known as a Mannich base.
Explanation:
- The CSA will protonate the formaldehyde in the first step.
- The starting amine will react with the protonated formaldehyde followed by dehydration. In the next step, it undergoes a [3,3] sigmatropic reaction.
- The reaction pathway is shown below:
- The intermediate undergoes a mannich-type reaction and gives the final product.
Conclusion:
Hence, the major product formed in the following reaction is
.
Last updated on Jun 23, 2025
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