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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.
Language
Place of publication
Publishing group
Elsevier Science & Techn.
ISBN-13
978-0-323-16000-1 (9780323160001)
Schweitzer Classification
ContributorsPreface1. 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 References2. Polarimetry I. Introduction II. Instrumentation III. Advantages of Optical Rotation Measurements IV. Requirements for Precision of Data References3. 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 References4. Isotope-Dilution Techniques I. Introduction II. History III. Theory IV. Errors V. Examples References5. 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 References6. Separation of Enantiomers by Liquid Chromatographic Methods I. Introduction and Background II. General Considerations III. Indirect Resolutions IV. Direct Resolutions V. Conclusions References7. Nuclear Magnetic Resonance Analysis Using Chiral Derivatives I. Introduction II. Application of Chemical Shift Nonequivalence III. Application of Induced Chemical Shift Nonequivalence References8. 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 References9. 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 ReferencesIndex