Separation of Enantiomers
Synthetic Methods
1. Edition June 2014
312 Pages, Hardcover
300 Pictures
Monograph
Short Description
A highly didactic presentation of the latest most common methods for the separation of racemic mixtures in one handy volume, allowing an easy comparison of the different strategies.
In one volume this book summarizes the most common synthetic methods for the separation of enantiomers, allowing an easy comparison of the different strategies described in the literature.
Alongside classical and reagent-based methods, the authors consider kinetic resolutions, dynamic kinetic resolutions, divergent reactions of racemic mixtures, and enzymatic examples of such processes, as well as a number of "neglected" cases not previously brought together.
The result is a thorough introduction to the field plus a long-needed overview of the relevant chemical, biological, and physical methods and their applications. Newcomers to the field, students as well as experienced synthetic chemists will benefit from the highly didactic presentation: Every method is presented in detail, from relatively simple separation problems to advanced synthetic resolution methods.
Classical Methods
Kinetic Resolution ('KR')
Dynamic Kinetic Resolution ('DKR')
Divergent Reactions of a Racemic Mixture ('DRRM')
Other Methods
STOICHIOMETRIC KINETIC RESOLUTION REACTIONS
Introduction
Kinetic Treatment
Chiral Reagents and Racemic Substrates
Enantiodivergent Formation of Chiral Product
Enantioconvergent Reactions
Diastereomer Kinetic Resolution
Some Applications of Kinetic Resolution
Conclusion
CATALYTIC KINETIC RESOLUTION
Introduction
Kinetic Resolution of Alcohols
Kinetic Resolution of Epoxides
Kinetic Resolution of Amines
Kinetic Resolution of Alkenes
Kinetic Resolution of Carbonyl Derivatives
Kinetic Resolution of Sulfur Compounds
Kinetic Resolution of Ferrocenes
Conclusions
APPLICATION OF ENZYMES IN KINETIC RESOLUTIONS, DYNAMIC KINETIC RESOLUTIONS AND DERACEMIZATION REACTIONS
Introduction
Kinetic Resolutions Using Hydrolytic Enzymes
Dynamic Kinetic Resolution
Deracemization
Enantioconvergent Reactions
Conclusions
DYNAMIC KINETIC RESOLUTION (DKR)
Introduction
Definition and Classification
Dynamic Kinetic Resolution (DKR)
Mathematical Expression
DKR-Related Methods
Concluding Remarks
ENANTIODIVERGENT REACTIONS: DIVERGENT REACTIONS ON A RACEMIC MIXTURE AND PARALLEL KINETIC RESOLUTION
Introduction: The Conceptual Basis for Kinetic Resolution and Enantiodivergent Reactions
Divergent RRM Using a Single Chiral Reagent: Ketone Reduction
Divergent RRM under Oxidative Conditions
Organometallic Reactions and Regiodivergent RRM
Regiodivergent RRM in Selective Reactions of Difunctional Substrates
Divergent RRM Using Two Chiral Reagents: Parallel Kinetic Resolution (PKR)
Conclusion
RARE, NEGLECTED AND POTENTIAL SYNTHETIC METHODS FOR THE SEPARATION OF ENANTIOMERS
Resolution through the Selfish Growth of Polymers: Stereoselective Polymerization
Resolution through Photochemical Methods
Combinations of Crystallization and Racemization
Destruction then Recreation of Stereocentres: Enantioselective Protonations
Dynamic Combinatorial Chemistry
Asymmetric Autocatalysis
Miscellaneous
Concluding Remarks
Index