As pharmaceutical companies look to develop single enantiomers as drug candidates, chemists are increasingly faced with the problems associated with this subclass of organic synthesis. "The Handbook of Chiral Chemicals, Second Edition" highlights the problems associated with the production of chiral compounds on a commercial scale. The handbook first elaborates upon starting materials obtained from a 'chiral pool', which can be derived from natural products. Then it explains methods and reactions that can introduce or influence stereogenic centers, particularly asymmetric hydrogenations, oxidations, pericyclic reactions, and enzymatic methods.While hydrogenations have been the most widely employed approach for the large-scale synthesis of several commercial compounds, the search for the ideal catalyst has consistently led researchers to enzymes present in biological systems. Several chapters concentrate on understanding how to manipulate enzymes for catalyzing new reactions for taking new substrates. Other significant topics include chiral auxiliaries, chromatographic techniques, enantiomers-specific reactions, and resolution. This second edition updates all its chapters, illustrating the speed of development in this field, and features new chapters that highlight successful approaches in an industrial setting. "The Handbook of Chiral Chemicals, Second Edition" is a guide to advances in the field that result in more efficient and cost-effective synthesis of chiral chemicals.
Handbook of Chiral Chemicals
David Ager
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1. Introduction
2. Amino Acids
3. Microbial Pathway Engineering for Amino Acid Manufacture
4. Carbohydrates in Synthesis
5. Terpenes: The Expansion of the Chiral Pool
6. Resolutions at Large Scale: Case Studies
7. New Developments in Crystallization-Induced Resolution
8. The Role of cis-1-Amino-2-Indanol in Resolution Processes
9. Asymmetric Oxidations
10. Asymmetric Epoxidation of Olefins by Chiral Ketones
11. Ozonolysis in the Production of Chiral Fine Chemicals
12. Transition Metal Catalyzed Hydrogenations, Isomerizations, and Other Reactions
13. Modular, Chiral P-Heterocycles in Asymmetric Catalysis
14. Asymmetric Olefin Hydrogenation Using Monodentate BINOL- and Bisphenol-Based Ligands: Phosphonites, Phosphites, and Phosphoramidites
15. Asymmetric Catalytic Hydrogenation Reactions with Ferrocene-Based Diphosphine Ligands
16. Asymmetric Reduction of Prochiral Ketones Catalyzed by Oxazaborolidines
17. cis-1-Amino-2-Indanol-Derived Ligands in Asymmetric Catalysis
18. Enantioselective Hydrogenation of Activated Ketones Using Heterogeneous Pt Catalysts Modified with Cinchona Alkaloids
19. Biotransformations: “Green” Processes for the Synthesis of Chiral Fine Chemicals
20. Combining Enzyme Discovery and Evolution to Develop Biocatalysts
21. One-Pot Synthesis and the Integration of Chemical and Biocatalytic Conversions
22. Substitution Reactions
23. Industrial Applications of Chiral Auxiliaries
24. The Role and Importance of cis-1-Amino-2-Indanol in Biological Systems and Asymmetric Processes
25. Enantiopure Amines by Chirality Transfer Using (R)-Phenylglycine Amide
26. Pericyclic Reactions
27. Asymmetric Free-Radical Reductions Mediated by Chiral Stannanes, Germanes, and Silanes
28. Metathesis Reactions
29. Synthesis of Homochiral Compounds: A Small Company’s Role
30. Commercial Synthesis of the Antiglaucoma Prostanoid Travoprost
31. Synthesis of Large Volume Products
2. Amino Acids
3. Microbial Pathway Engineering for Amino Acid Manufacture
4. Carbohydrates in Synthesis
5. Terpenes: The Expansion of the Chiral Pool
6. Resolutions at Large Scale: Case Studies
7. New Developments in Crystallization-Induced Resolution
8. The Role of cis-1-Amino-2-Indanol in Resolution Processes
9. Asymmetric Oxidations
10. Asymmetric Epoxidation of Olefins by Chiral Ketones
11. Ozonolysis in the Production of Chiral Fine Chemicals
12. Transition Metal Catalyzed Hydrogenations, Isomerizations, and Other Reactions
13. Modular, Chiral P-Heterocycles in Asymmetric Catalysis
14. Asymmetric Olefin Hydrogenation Using Monodentate BINOL- and Bisphenol-Based Ligands: Phosphonites, Phosphites, and Phosphoramidites
15. Asymmetric Catalytic Hydrogenation Reactions with Ferrocene-Based Diphosphine Ligands
16. Asymmetric Reduction of Prochiral Ketones Catalyzed by Oxazaborolidines
17. cis-1-Amino-2-Indanol-Derived Ligands in Asymmetric Catalysis
18. Enantioselective Hydrogenation of Activated Ketones Using Heterogeneous Pt Catalysts Modified with Cinchona Alkaloids
19. Biotransformations: “Green” Processes for the Synthesis of Chiral Fine Chemicals
20. Combining Enzyme Discovery and Evolution to Develop Biocatalysts
21. One-Pot Synthesis and the Integration of Chemical and Biocatalytic Conversions
22. Substitution Reactions
23. Industrial Applications of Chiral Auxiliaries
24. The Role and Importance of cis-1-Amino-2-Indanol in Biological Systems and Asymmetric Processes
25. Enantiopure Amines by Chirality Transfer Using (R)-Phenylglycine Amide
26. Pericyclic Reactions
27. Asymmetric Free-Radical Reductions Mediated by Chiral Stannanes, Germanes, and Silanes
28. Metathesis Reactions
29. Synthesis of Homochiral Compounds: A Small Company’s Role
30. Commercial Synthesis of the Antiglaucoma Prostanoid Travoprost
31. Synthesis of Large Volume Products
Data wydania: 2005-10-21
ISBN: 978-1-57444-664-7, 9781574446647
Język: angielski
Wydawnictwo: CRC Press Inc.
Kategoria:
Chemia
Stron: 664
Autor
David Ager
David Ager received a B.Sc. from Imperial College, London, and a Ph.D. from the University of Cambridge. In 1977 he was awarded a Science Research Council Postdoctoral Fellowship that allowed him to collaborate with Professor Richard Cookson FRS at ...
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