(a) Interpretation: Synthesis of the given compound beginning with pentan-2-one is to be suggested. Concept introduction: The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

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Answer 1

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

Answer 2

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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Answer 3

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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Answer 4

Question

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

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Answer 5

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

Answer 6

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 7

Chapter 19, Problem 19.43P

Interpretation Introduction

(a)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning, and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to the reactants, and from retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 8

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 9

Interpretation Introduction

(b)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants, and from the retrosynthetic analysis, we can draw the synthesis of the target molecule.

Answer 10

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

Answer 11

Interpretation Introduction

(c)

Interpretation:

Synthesis of the given compound beginning with pentan-2-one is to be suggested.

Concept introduction:

The carbon–carbon bond-forming reaction results in heteroatoms having a specific relative positioning along the carbon backbone. If the heteroatoms in a target have 1, 2-, 1, 3-, 1, 4-, or 1, 5- relative positioning and the synthesis calls for a carbon–carbon bond-forming reaction, then consider using a corresponding reaction from Table 19-1. In a retrosynthetic analysis, therefore, apply a transform that takes our target molecule back to reactants. Disconnect the appropriate C-C bond to take back to reactants. And from the retrosynthetic analysis we can draw the synthesis of the target molecule.

Answer 12

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Answer 14

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Answer 15

Ch. 19 - Prob. 19.1P Ch. 19 - Prob. 19.2P Ch. 19 - Prob. 19.3P Ch. 19 - Prob. 19.4P Ch. 19 - Prob. 19.5P Ch. 19 - Prob. 19.6P Ch. 19 - Prob. 19.7P Ch. 19 - Prob. 19.8P Ch. 19 - Prob. 19.9P Ch. 19 - Prob. 19.10P

Solution Summary: The author suggests a carbon–carbon bond-forming reaction for the given compound beginning with pentan-2-one.

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