ose the best starting alkyne for the reaction in the im

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Choose the best starting alkyne for the reaction in the image.

In this image, we have a schematic diagram representing a hydroboration-oxidation reaction. The reaction involves converting an alkyne to an aldehyde using the reagents (Sia)₂BH and THF, followed by H₂O₂ and HO⁻.

The target product is an aldehyde: 4-methylpentanal. The reaction involves anti-Markovnikov addition, where the boron adds to the less substituted carbon atom, ultimately leading to the formation of an aldehyde.

### Reagents and Reaction Conditions:
1. **(Sia)₂BH, THF (Step 1):** The alkyne undergoes hydroboration using a sterically hindered dialkylborane, such as disiamylborane (Sia)₂BH, in tetrahydrofuran (THF) solvent.
2. **H₂O₂, HO⁻ (Step 2):** The intermediate is oxidized using hydrogen peroxide in a basic environment to yield the corresponding aldehyde.

### Starting Material Options:
1. **Option 1:** 4-penten-1-yne (incorrect)
2. **Option 2:** 3-penten-1-yne (correct starting material)
3. **Option 3:** 3-hexyn-2-ene (incorrect)
4. **Option 4:** 1-penten-3-yne (incorrect)

### Explanation:
- **Correct Starting Material:** Option 2, 3-penten-1-yne, undergoes hydroboration-oxidation to yield the target aldehyde, 4-methylpentanal, by anti-Markovnikov addition due to the use of (Sia)₂BH.

This information is a part of understanding organic reactions involving alkynes, particularly focusing on the selective transformation to aldehydes using hydroboration-oxidation methodology.
Transcribed Image Text:In this image, we have a schematic diagram representing a hydroboration-oxidation reaction. The reaction involves converting an alkyne to an aldehyde using the reagents (Sia)₂BH and THF, followed by H₂O₂ and HO⁻. The target product is an aldehyde: 4-methylpentanal. The reaction involves anti-Markovnikov addition, where the boron adds to the less substituted carbon atom, ultimately leading to the formation of an aldehyde. ### Reagents and Reaction Conditions: 1. **(Sia)₂BH, THF (Step 1):** The alkyne undergoes hydroboration using a sterically hindered dialkylborane, such as disiamylborane (Sia)₂BH, in tetrahydrofuran (THF) solvent. 2. **H₂O₂, HO⁻ (Step 2):** The intermediate is oxidized using hydrogen peroxide in a basic environment to yield the corresponding aldehyde. ### Starting Material Options: 1. **Option 1:** 4-penten-1-yne (incorrect) 2. **Option 2:** 3-penten-1-yne (correct starting material) 3. **Option 3:** 3-hexyn-2-ene (incorrect) 4. **Option 4:** 1-penten-3-yne (incorrect) ### Explanation: - **Correct Starting Material:** Option 2, 3-penten-1-yne, undergoes hydroboration-oxidation to yield the target aldehyde, 4-methylpentanal, by anti-Markovnikov addition due to the use of (Sia)₂BH. This information is a part of understanding organic reactions involving alkynes, particularly focusing on the selective transformation to aldehydes using hydroboration-oxidation methodology.
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