UID:
almafu_9959328823302883
Format:
1 online resource (x, 298 pages)
ISBN:
9783527650880
,
3527650881
,
9783527650910
,
3527650911
,
9783527650903
,
3527650903
,
9783527650897
,
352765089X
Content:
In one handy volume this handbook summarizes the most common synthetic methods for the separation of racemic mixtures, allowing an easy comparison of the different strategies described in the literature. Alongside classical methods, the authors also consider kinetic resolutions, dynamic kinetic resolutions, divergent reactions of a racemic mixture, and a number of ""neglected"" cases not covered elsewhere, such as the use of circularly polarized light, polymerizations, ""ripening"" processes, dynamic combinatorial chemistry, and several thermodynamic processes. The result is a th.
Note:
Separation of Enantiomers; Contents; List of Contributors; Chapter 1 Introduction: A Survey of How and Why to Separate Enantiomers; 1.1 Classical Methods; 1.2 Kinetic Resolution ('KR'); 1.3 Dynamic Kinetic Resolution ('DKR'); 1.4 Divergent Reactions of a Racemic Mixture ('DRRM'); 1.5 Other Methods; Acknowledgments; References; Chapter 2 Stoichiometric Kinetic Resolution Reactions; 2.1 Introduction; 2.2 Kinetic Treatment; 2.2.1 Reactions First-Order in Substrate; 2.2.1.1 Scope and Validity of Equation 2.6; 2.2.1.2 Equivalent Formulations of the Basic Equation 2.6.
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2.2.2 Reactions Zero- or Second-Order in Substrate2.2.3 Improvement of Kinetic Resolution Processes; 2.2.4 Use of Enantio-Impure Auxiliaries; 2.3 Chiral Reagents and Racemic Substrates; 2.3.1 Esterification; 2.3.2 Amide and Peptide Formation; 2.3.3 Cycloaddition Reactions; 2.3.4 Conjugate Additions; 2.3.5 Borane-Involving Reactions; 2.3.6 Kinetic Resolution of Allenes; 2.3.7 Olefination Reactions; 2.3.8 Deprotonation Reactions; 2.3.9 Miscellaneous; 2.4 Enantiodivergent Formation of Chiral Product; 2.4.1 Introduction; 2.4.2 Creation of a Stereogenic Unit; 2.4.3 Formation of Regioisomers.
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2.5 Enantioconvergent Reactions2.6 Diastereomer Kinetic Resolution; 2.7 Some Applications of Kinetic Resolution; 2.7.1 Organometallics and Analogues; 2.7.2 Racemic Catalysts; 2.7.3 Enantiomeric excess's and Stereoselectivity Factor Measurements by Mass Spectrometry; 2.7.4 Mechanistic Studies. The Hoffmann Test; 2.7.5 Miscellaneous; 2.8 Conclusion; 2.A Table of s Factors Higher than 10 for Some Reactions; References; Chapter 3 Catalytic Kinetic Resolution; 3.1 Introduction; 3.2 Kinetic Resolution of Alcohols; 3.2.1 KR of Alcohols Using Chiral Acylation Catalysts; 3.2.2 Oxidative KR of Alcohols.
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3.2.3 Miscellaneous Kinetic Resolutions3.3 Kinetic Resolution of Epoxides; 3.3.1 Hydrolytic Kinetic Resolution; 3.3.2 Ring Opening of Epoxides by Nucleophiles Other than Water; 3.4 Kinetic Resolution of Amines; 3.5 Kinetic Resolution of Alkenes; 3.6 Kinetic Resolution of Carbonyl Derivatives; 3.7 Kinetic Resolution of Sulfur Compounds; 3.8 Kinetic Resolution of Ferrocenes; 3.9 Conclusions; Abbreviations; References; Chapter 4 Application of Enzymes in Kinetic Resolutions, Dynamic Kinetic Resolutions and Deracemization Reactions; 4.1 Introduction.
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4.2 Kinetic Resolutions Using Hydrolytic Enzymes4.2.1 Lipases in Organic Synthesis; 4.2.2 Structural Features of Lipases; 4.2.3 Typical Substrates for Lipases and Esterases; 4.2.4 Monitoring the Progress of Lipase-Catalysed Resolutions; 4.2.5 Kazlauskas' Rule; 4.2.6 Activated Acyl Donors; 4.2.7 Examples of Lipase-, Lipolase- and Hydrolase-Catalysed Reactions in Synthesis; 4.2.7.1 Resolution of Secondary Alcohols; 4.2.7.2 Resolution of Amines; 4.2.7.3 Hydrolysis of Lactams and Nitriles; 4.2.7.4 Epoxide Hydrolases.
Additional Edition:
Print version: Separation of enantiomers. Weinheim : Wiley-VCH, [2014] ISBN 9783527330454
Language:
English
Keywords:
Electronic books.
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Electronic books.
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Electronic books.
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Electronic books.
URL:
https://onlinelibrary.wiley.com/doi/book/10.1002/9783527650880
URL:
https://onlinelibrary.wiley.com/doi/book/10.1002/9783527650880
URL:
https://onlinelibrary.wiley.com/doi/book/10.1002/9783527650880
