Asymmetric Synthesis V1

Asymmetric Synthesis V1

1st Edition - December 1, 1983

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  • Editor: James Morrison
  • eBook ISBN: 9780323160001

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Asymmetric Synthesis, Volume 1: Analytical Methods covers the major analytical methods used to determine enantiomeric ratios. This volume contains chapters that discuss the methods used to obtain chiral compounds and shows how to evaluate the chiral efficiency of an asymmetric synthesis. Analytical methods such as polarimetry, competitive reaction methods, isotope dilution, gas and liquid chromatography, and nuclear magnetic resonance methods are also discussed. Chemists and researchers in the field of pharmaceutical will find the book very useful.

Table of Contents

  • Contributors


    1. A Summary of Ways to Obtain Optically Active Compounds

    I. Introduction

    II. Obtaining Chiral Compounds by the FRN Method

    III. Isolating Chiral Compounds from Natural Sources

    IV. Resolution of Racemic Modifications by the Physical Separation of Intermediate Diastereomers

    V. Asymmetric Transformations

    VI. Kinetic Resolution

    VII. Asymmetric Synthesis


    2. Polarimetry

    I. Introduction

    II. Instrumentation

    III. Advantages of Optical Rotation Measurements

    IV. Requirements for Precision of Data


    3. Competitive Reaction Methods for the Determination of Maximum Specific Rotations

    I. Introduction

    II. Principles of Kinetic Resolution

    III. Calculation of the Specific Rotation of an Enantiomer by Means of a Method Using Asymmetric Destruction of the Corresponding Racemic Mixture

    IV. Calculation of the Specific Rotation of an Enantiomer by Means of a Method Using Two Reciprocal Kinetic Resolutions

    V. Conclusion


    4. Isotope-Dilution Techniques

    I. Introduction

    II. History

    III. Theory

    IV. Errors

    V. Examples


    5. Gas Chromatographic Methods

    I. Introduction

    II. Direct Resolution of Derivatized Enantiomers on Chiral Stationary Phases by Gas Chromatography

    III. Direct Resolution of Underivatized Enantiomers on Metal-Containing Chiral Stationary Phases by Complexation Gas Chromatography

    IV. Precision of Analysis and Practical Considerations

    V. Conclusions


    6. Separation of Enantiomers by Liquid Chromatographic Methods

    I. Introduction and Background

    II. General Considerations

    III. Indirect Resolutions

    IV. Direct Resolutions

    V. Conclusions


    7. Nuclear Magnetic Resonance Analysis Using Chiral Derivatives

    I. Introduction

    II. Application of Chemical Shift Nonequivalence

    III. Application of Induced Chemical Shift Nonequivalence


    8. Nuclear Magnetic Resonance Analysis Using Chiral Solvating Agents

    I. Introduction

    II. Principles

    III. Chiral Solvating Agents, Solutes, and Association Interactions

    IV. Practical Experimental Considerations

    V. Comparison with the Chiral Lanthanide Shift Reagent Method

    VI. Conclusions


    9. Nuclear Magnetic Resonance Analysis Using Chiral Shift Reagents

    I. Introduction

    II. General Features of Shift Reagents

    III. Structural Isomerism in Chiral Shift Reagents

    IV. Variations in Structure

    V. Mechanism of Action

    VI. Uses of Chiral Shift Reagents

    VII. Experimental Procedures



Product details

  • No. of pages: 216
  • Language: English
  • Copyright: © Academic Press 1983
  • Published: December 1, 1983
  • Imprint: Academic Press
  • eBook ISBN: 9780323160001

About the Editor

James Morrison

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