What functional group does EtO2C represent

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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What functional group does EtO2C represent? 

### Conversion of Enolate Ester to Allyl Alcohol Derivative

#### Reaction Description

This diagram depicts the conversion of an enolate ester to an allyl alcohol derivative through the process of O-Silylation followed by reduction. The specific steps and conditions used in this reaction are as follows:

1. **O-Silylation Reaction:**
   - Reagents: 
     - Ph\(_2\)BuSi-Cl (Diphenyl-tert-butylsilyl chloride)
     - Imidazole
   - In this step, the hydroxyl group (–OH) is protected by converting it to an O-silyl ether group (–OSiPh\(_2\)Bu).

2. **Reduction Reaction:**
   - Reagents: 
     - LiAlH\(_4\) (Lithium aluminium hydride)
   - This step involves the reduction of the ester group to the corresponding alcohol.

#### Structural Details

- **Starting Material:**
  - The cyclic structure with an ester group (O=COEt, highlighted in blue) and an OH group (highlighted in red) on a bridged bicycle ring system.
  
- **Intermediate:**
  - After treatment with Ph\(_2\)BuSi-Cl and imidazole, the hydroxyl group (starting material) is replaced with an O-silyl ether group (OSiPh\(_2\)Bu).

- **Final Product:**
  - The final product is obtained after the reaction with LiAlH\(_4\), facilitating the transformation from the ester group to the corresponding alcohol.

#### Reaction Outcome
- The ratio of products obtained is indicated as 10:1, favoring the formation of the desired O-silyl ether protected alcohol over other possible side products. 
- The conversion highlights the efficacy of silyl protection in organic synthesis, especially when reduction reactions are involved.

#### Notations:
- [O-H -> O-SiPh\(_2\)Bu]: Conversion of hydroxyl group to O-silyl ether.
- [Enolate Ester -> Allyl-OH]: Simplified description of the transformation from an enolate ester to an allyl alcohol product.

This transformation illustrates important principles in organic synthesis, including the protection of functional groups to facilitate selective reactions and the use of strong reducing agents to achieve specific transformations.
Transcribed Image Text:### Conversion of Enolate Ester to Allyl Alcohol Derivative #### Reaction Description This diagram depicts the conversion of an enolate ester to an allyl alcohol derivative through the process of O-Silylation followed by reduction. The specific steps and conditions used in this reaction are as follows: 1. **O-Silylation Reaction:** - Reagents: - Ph\(_2\)BuSi-Cl (Diphenyl-tert-butylsilyl chloride) - Imidazole - In this step, the hydroxyl group (–OH) is protected by converting it to an O-silyl ether group (–OSiPh\(_2\)Bu). 2. **Reduction Reaction:** - Reagents: - LiAlH\(_4\) (Lithium aluminium hydride) - This step involves the reduction of the ester group to the corresponding alcohol. #### Structural Details - **Starting Material:** - The cyclic structure with an ester group (O=COEt, highlighted in blue) and an OH group (highlighted in red) on a bridged bicycle ring system. - **Intermediate:** - After treatment with Ph\(_2\)BuSi-Cl and imidazole, the hydroxyl group (starting material) is replaced with an O-silyl ether group (OSiPh\(_2\)Bu). - **Final Product:** - The final product is obtained after the reaction with LiAlH\(_4\), facilitating the transformation from the ester group to the corresponding alcohol. #### Reaction Outcome - The ratio of products obtained is indicated as 10:1, favoring the formation of the desired O-silyl ether protected alcohol over other possible side products. - The conversion highlights the efficacy of silyl protection in organic synthesis, especially when reduction reactions are involved. #### Notations: - [O-H -> O-SiPh\(_2\)Bu]: Conversion of hydroxyl group to O-silyl ether. - [Enolate Ester -> Allyl-OH]: Simplified description of the transformation from an enolate ester to an allyl alcohol product. This transformation illustrates important principles in organic synthesis, including the protection of functional groups to facilitate selective reactions and the use of strong reducing agents to achieve specific transformations.
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