The major product formed in the following reaction sequence is
F3 Vinanti Teaching 29.08.23 D22

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CSIR-UGC (NET) Chemical Science: Held on (18 Sept 2022)
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  1. F3 Vinanti Teaching 29.08.23 D23
  2. F3 Vinanti Teaching 29.08.23 D24
  3. F3 Vinanti Teaching 29.08.23 D25
  4. F3 Vinanti Teaching 29.08.23 D26

Answer (Detailed Solution Below)

Option 3 : F3 Vinanti Teaching 29.08.23 D25
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Concept:

Sharpless epoxidation, named after Nobel laureate K. Barry Sharpless, is a widely used asymmetric epoxidation reaction that allows for the selective synthesis of chiral epoxides from olefins (alkenes). Epoxides are three-membered cyclic ethers characterized by a ring containing an oxygen atom and two adjacent carbon atoms.

Explanation:

  • In Sharpless Epoxidation, (-) DET initiates the attack of nucleophile from above the plane.

F3 Vinanti Teaching 29.08.23 D27

  • The oxirane then reacts with Red Al to form diol.

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Conclusion:

Hence, the major product form in the reaction is (S)-phenylpropane-1,3-diol.

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