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.