| Description |
1 online resource |
| Contents |
880-01 Asymmetric Synthesis of Natural Products; Contents; Preface to the First Edition; Preface to the Second Edition; List of Common Abbreviations; Chapter 1 Introduction; 1.1 Some properties of natural products; 1.2 Natural products as drugs; 1.3 Structures of natural products; 1.4 Asymmetric synthesis of natural products; 1.5 Synthetic organic chemistry; References; Chapter 2 Chirality, Topology, and Asymmetric Synthesis; 2.1 The need for enantiopure compounds; 2.2 Determination of enantiomeric purity; 2.3 Chirality and thermodynamic principles of asymmetric induction |
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880-01/(S Machine generated contents note: 1. Introduction -- 1.1. Some properties of natural products -- 1.2. Natural products as drugs -- 1.3. Structures of natural products -- 1.4. Asymmetric synthesis of natural products -- 1.5. Synthetic organic chemistry -- References -- 2. Chirality, Topology, and Asymmetric Synthesis -- 2.1. need for enantiopure compounds -- 2.2. Determination of enantiomeric purity -- 2.3. Chirality and thermodynamic principles of asymmetric induction -- 2.4. Methods for obtaining chiral compounds -- References -- 3. Asymmetric Synthesis -- 3.1. Allylic strain -- 3.2. Reactions of the carbonyl group -- 3.2.1. Nucleophilic additions on the carbonyl carbon -- 3.2.2. Reactions at the α-carbon (enolate chemistry) -- 3.2.3. Reactions at the β-carbon of an enone -- 3.3. Reactions of olefins -- 3.3.1. Oxidation -- References -- 4. Sugars -- 4.1. Monosaccharides -- 4.1.1. Aldoses and ketoses -- 4.1.2. Deoxy sugars -- 4.1.3. Amino sugars -- 4.1.4. Sugar alcohols -- 4.1.5. Acidic sugars -- 4.2. Polysaccharides -- 4.3. Glycoproteins and proteoglycans -- 4.4. Glycolipids -- 4.5. Sugar antibiotics -- 4.6. Cyclitols -- References -- 5. Amino Acids, Peptides, and Proteins -- 5.1. Amino acids -- 5.2. Peptides and proteins -- 5.3. Enzymes and receptors -- 5.4. Chemical modifications of peptides -- 5.5. Biosynthesis of amino acids -- 5.6. Asymmetric synthesis of amino acids -- 5.6.1. α-Alkylation -- 5.6.2. Amination of ester enolates -- 5.6.3. Catalytic hydrogenation -- 5.6.4. Miscellaneous -- 5.6.5. Pepstatins -- References -- 6. Nucleosides, Nucleotides, and Nucleic Acids -- References -- 7. Polyketides -- 7.1. Biosynthesis -- 7.2. Fatty acids -- 7.2.1. Prostaglandins, thromboxanes, and leukotrienes -- 7.2.2. Sphingolipids -- 7.3. Polypropionates -- 7.3.1. Polyether antibiotics -- 7.3.2. Macrolides -- 7.3.3. Spiroketals -- 7.4. Aromatic polyketides -- References -- 8. Terpenes -- 8.1. Terpenes -- 8.1.1. Monoterpenes -- 8.1.2. Sesquiterpenes -- 8.1.3. Diterpenes -- 8.1.4. Higher terpenes -- 8.2. Carotenoids -- 8.3. Steroids -- 8.3.1. Biosynthesis of steroids -- 8.3.2. Asymmetric synthesis of steroids -- References -- 9. Shikimic Acid Derivatives -- 9.1. Case synthesis: Oseltamivir -- References -- 10. Alkaloids -- 10.1. Heterocyclic alkaloids -- 10.1.1. Indole alkaloids -- 10.1.2. Pyrrolidine and tropane alkaloids -- 10.1.3. Quinoline and isoquinoline alkaloids -- 10.1.4. Izidine alkaloids -- 10.2. Alkaloids with exocyclic nitrogen -- 10.3. Polyamine alkaloids -- 10.4. Peptide alkaloids -- 10.5. Terpene alkaloids -- References |
| Summary |
"Natural product synthesis has played a key role in the development of many synthetic methods and will continue to do so in the future. Many recent advances in such diverse fields as immunology, cellular biology and materials science have been achieved through the synthetic chemist's ability to construct often very complicated structures in one enantiomeric form. Asymmetric Synthesis of Natural Products, 2nd Edition introduces students to this rapidly growing field of organic chemistry. The initial chapters present the foundations of asymmetric synthesis, including the theory and applications of individual asymmetric reactions. This is followed by chapters on each of the major individual classes of natural products; their structures, biosynthesis and interrelationships as well as examples of asymmetric syntheses and the practical value of these compounds. Natural product classes covered include carbohydrates, amino acids, peptides, proteins, nucleosides, nucleotides, nucleic acids, polyketides, isoprenoids, shikamic acid derivatives and alkaloids. For this second edition the text has been thoroughly updated and expanded, and includes new discussions and examples covering atom and redox economies, practical aspects and environmental awareness. Organocatalysis has emerged completely in the last ten years, and has been fully integrated into this new edition. Asymmetric Synthesis of Natural Products, 2nd Edition will find a place on the bookshelves of advanced undergraduates and postgraduates working in natural products chemistry, organic synthesis, medicinal chemistry and drug discovery. It is also useful for practising researchers who want to refresh their knowledge of the field"-- Provided by publisher |
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"Based on a successful course taught for the last 20 years at universities in the UK, Finland and elsewhere"-- Provided by publisher |
| Bibliography |
Includes bibliographical references and index |
| Notes |
Print version record and CIP data provided by publisher |
| Subject |
Natural products -- Synthesis
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Asymmetry (Chemistry)
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SCIENCE -- Chemistry -- Organic.
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Asymmetry (Chemistry)
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Natural products -- Synthesis.
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| Form |
Electronic book
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| LC no. |
2012009479 |
| ISBN |
9781118347331 |
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1118347331 |
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9781118347317 |
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1118347315 |
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9781118347324 |
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1118347323 |
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9781118347300 |
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1119976685 |
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9781119976684 |
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1118347307 |
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1119976693 |
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9781119976691 |
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9781280775710 |
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1280775718 |
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