Question
Download Solution PDFThe srtructure of A in the following reaction is
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CSIR-UGC (NET) Chemical Science: Held on (26 Nov 2020)
Answer (Detailed Solution Below)
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Detailed Solution
Download Solution PDFConcept:
- The [2+2] cycloaddition reaction involves the addition reaction of two diene molecules to give a cyclic compound. The [2+2] cycloaddition reaction between two alkenes is a photochemically allowed process.
- An example is shown below:
- The [2+2] cycloaddition reaction between an alkyne and an alkene is photochemically allowed but thermally forbidden because of symmetry mismatch between the overlapping orbitals.
- The intramolecular aldol reaction is the condensation reaction of two aldehyde groups or ketone groups in the same molecule in the presence of a base.
- An example is shown below:
Explanation:
- The reaction pathway is shown below:
- From the above reaction, we see that the first step involves the [2+2] photochemical cycloaddition reaction between an alkyne and an alkene to give a cyclic compound followed by an ozonolysis reaction.
- In the last step of the reaction, it undergoes an intramolecular aldol reaction to give the desired product.
Conclusion:
Hence, the structure of A in the following reaction is
.
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