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Question

The major products X and Y formed in the following reaction sequences are

The correct answer is

The reaction sequence involves a two-step transformation of the starting compound to form the major products X and Y.

Step 1: Transformation to Product X

  1. The starting compound undergoes hydroboration-oxidation. Thexylo borane (Thexylborane) is used for hydroboration.
  2. Hydroboration-oxidation adds water across the double bond of the alkene, with the OH group attaching to the less substituted carbon due to anti-Markovnikov addition.
  3. The reaction with carbon monoxide and water produces a carboxylic acid. This step is followed by oxidation using sodium acetate (NaOAc) and hydrogen peroxide (H2O2), resulting in further formation of a carboxylic acid derivative.

Step 2: Conversion to Product Y

  1. Lithium diisopropylamide (LDA) with trimethylsilyl chloride (TMSCl) facilitates enolate formation. The enolate reacts further under the influence of additional reagents.
  2. The further treatment with phenylsulfenyl chloride (PhSCl), meta-chloroperoxybenzoic acid (m-CPBA), and subsequent heating results in the formation of an epoxide and then a rearrangement to form a ketone.

This sequence leads to specific transformations that result in the final major product Y.

Conclusion: The major products X and Y formed during the reaction sequence are determined by these transformations, leading to the correct evaluation of the given options.

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Important Questions from Organic Synthesis

  1. For an unambiguous single step synthesis of the following target molecule (TM), the best bond disconnection in its retrosynthetic analysis is
     

  2. For the following reaction, the possible product(s) is/are

  3. The reaction(s) that yield(s) X as the major product is (are) 

  4. The major products E and F in the following reaction sequence are 

  5. Consider the following reaction sequence. The correct option(s) is (are)

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