The actual oxidizing agent and the function of the other reagents. Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated. Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

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Answer 1

Question

Chapter 14.11B, Problem 14.21P

(a)

Interpretation Introduction

To determine: The actual oxidizing agent and the function of the other reagents.

Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(b)

Interpretation Introduction

To determine: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product.

Interpretation: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(c)

Interpretation Introduction

To determine: The other enantiomer of the product.

Interpretation: The other enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

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Answer 2

Question

Chapter 14.11B, Problem 14.21P

(a)

Interpretation Introduction

To determine: The actual oxidizing agent and the function of the other reagents.

Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(b)

Interpretation Introduction

To determine: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product.

Interpretation: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(c)

Interpretation Introduction

To determine: The other enantiomer of the product.

Interpretation: The other enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

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Answer 3

Question

Chapter 14.11B, Problem 14.21P

(a)

Interpretation Introduction

To determine: The actual oxidizing agent and the function of the other reagents.

Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(b)

Interpretation Introduction

To determine: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product.

Interpretation: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(c)

Interpretation Introduction

To determine: The other enantiomer of the product.

Interpretation: The other enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

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Answer 4

Question

Chapter 14.11B, Problem 14.21P

(a)

Interpretation Introduction

To determine: The actual oxidizing agent and the function of the other reagents.

Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(b)

Interpretation Introduction

To determine: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product.

Interpretation: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(c)

Interpretation Introduction

To determine: The other enantiomer of the product.

Interpretation: The other enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

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Answer 5

Chapter 14.11B, Problem 14.21P

(a)

Interpretation Introduction

To determine: The actual oxidizing agent and the function of the other reagents.

Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(b)

Interpretation Introduction

To determine: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product.

Interpretation: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

(c)

Interpretation Introduction

To determine: The other enantiomer of the product.

Interpretation: The other enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

Answer 6

Chapter 14.11B, Problem 14.21P

(a)

Interpretation Introduction

To determine: The actual oxidizing agent and the function of the other reagents.

Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

Answer 7

Chapter 14.11B, Problem 14.21P

(a)

Interpretation Introduction

To determine: The actual oxidizing agent and the function of the other reagents.

Interpretation: The actual oxidizing agent is to be identified and the function of other reagents is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

Answer 8

(b)

Interpretation Introduction

To determine: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product.

Interpretation: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

Answer 9

(b)

Interpretation Introduction

To determine: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product.

Interpretation: An explanation corresponding to the fact that Sharpless epoxidation gives only one pure enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

Answer 10

(c)

Interpretation Introduction

To determine: The other enantiomer of the product.

Interpretation: The other enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

Answer 11

(c)

Interpretation Introduction

To determine: The other enantiomer of the product.

Interpretation: The other enantiomer of the product is to be stated.

Concept introduction: In catalytic asymmetric synthesis, an achiral starting material is converted into mostly one enantiomer of a chiral product. An asymmetric epoxidation of allylic alcohols yield 90 % enantiomeric excess. The reagents used in sharpless epoxidation are tert-butyl hydroperoxide, a dialkyl tartarate and titanium (IV) isopropoxide.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 14.2C - Rank the given solvents in decreasing order of...Ch. 14.2D - Prob. 14.2P Ch. 14.2D - In the presence of 18-crown-6, potassium...Ch. 14.3B - Give a common name (when possible) and a...Ch. 14.3C - Prob. 14.5P Ch. 14.3C - Name the following heterocyclic ethers.Ch. 14.4 - Propose a fragmentation to account for each...Ch. 14.5 - Prob. 14.8P Ch. 14.5 - Prob. 14.9P Ch. 14.6 - Prob. 14.10P

Solution Summary: The author explains the actual oxidizing agent and the function of the other reagents in catalytic asymmetric synthesis.

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Chapter 14 Solutions