The major product formed in the following reaction is

F2 Madhuri Teaching 27.03.2023 D96

CSA = camphorsulfonic acid

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  1. F2 Madhuri Teaching 27.03.2023 D97
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Answer (Detailed Solution Below)

Option 2 : F2 Madhuri Teaching 27.03.2023 D98
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Concept:

  • [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:

F2 Madhuri Teaching 27.03.2023 D101

  • The intermediate undergoes a mannich-type reaction and gives the final product.

​Conclusion:

Hence, the major product formed in the following reaction is 
F2 Madhuri Teaching 27.03.2023 D98.

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