Details

Autor(en) / Beteiligte

• Levy, D. E
• Tang, C

Titel

The chemistry of C-glycosides [electronic resource]

Auflage

1st ed

Link zum Volltext

• Elsevier Books AutoHoldings

Beschreibungen/Notizen

• Description based upon print version of record.
• Includes bibliographical references and index.
• Cover; Contents; Acknowledgements; Abbreviations; Chapter 1. Introduction; 1. Organization of the Book; 1.1 Definition and Nomenclature of C-Glycosides; 1.2 O-Glycosides vs. C-Glycosides: Comparisons of Physical Properties, Anomeric Effects, H-Bonding Abilities, Stabilities and Conformations; 1.3 Naturally Occurring C-Glycosides; 1.4 C-Glycosides as Stable Pharmacophores; 1.5 Further Reading; 1.6 References; Chapter 2. Electrophilic Substitutions; 2. Introduction; 2.1 Anomeric Activating Groups and Stereoselectivity; 2.2 Cyanation Reactions
• 2.3 Alkylation, Allenylation, Allylation and Alkynation Reactions2.4 Arylation Reactions; 2.5 Reactions with Enol Ethers, Silylenol Ethers and Enamines; 2.6 Nitroalkylation Reactions; 2.7 Reactions with Allylic Ethers; 2.8 Wittig Reactions with Lactols; 2.9 Nucleophilic Additions to Sugar Lactones Followed by Lactol Reductions; 2.10 Nucleophilic Additions to Sugars Containing Enones; 2.11 Transition Metal Mediated Carbon Monoxide Insertions; 2.12 Reactions Involving Anomeric Carbenes; 2.13 Reactions Involving Exoanomeric Methylenes; 2.14 References; Chapter 3. Nucleophilic Sugar Substitutions
• 3. Introduction3.1 C1 Lithiated Anomeric Carbanions by Direct Metal Exchange; 3.2 C1 Lithiated Anomeric Carbanions by Reduction; 3.3 C1 Carbanions Stabilized by Sulfones, Sulfides, Sulfoxides, Carboxyl and Nitro Groups; 3.4 References; Chapter 4. Transition Metal Mediated C-Glycosidations; 4. Introduction; 4.1 Direct Coupling of Glycals and Aryl Groups; 4.2 Coupling of Substituted Glycals with Aryl Groups; 4.3 Coupling of Pi-Allyl Complexes of Glycals; 4.4 Mechanistic Considerations; 4.5 References; Chapter 5. Anomeric Radicals; 5. Introduction
• 5.1 Sources of Anomeric Radicals and Stereochemical Consequences5.2 Anomeric Couplings with Radical Acceptors; 5.3 Intramolecular Radical Reactions; 5.4 References; Chapter 6. Rearrangements and Cycloadditions; 6. Introduction; 6.1 Rearrangements by Substituent Cleavage and Recombination; 6.2 Electrocyclic Rearrangements Involving Glycals; 6.3 Rearrangements from the 2-Hydroxyl Group; 6.4 Bimolecular Cycloadditions; 6.5 Manipulations of C-Glycosides; 6.6 References; Chapter 7. Sugar Ring Formations; 7. Introduction; 7.1 Wittig Reactions of Lactols Followed by Ring Closures
• 7.2 Addition of Grignard and Organozinc Reagents to Lactols7.3 Cyclization of Suitably Substituted Polyols; 7.4 Rearrangements; 7.5 Cycloadditions; 7.6 Other Methods for the Formation of Sugar Rings; 7.7 References; Chapter 8. Syntheses of C-Di and Trisaccharides; 8. Introduction; 8.1 Syntheses Reported in 1983; 8.2 Syntheses Reported in 1984; 8.3 Syntheses Reported in 1985; 8.4 Syntheses Reported in 1986; 8.5 Syntheses Reported in 1987; 8.6 Syntheses Reported in 1988; 8.7 Syntheses Reported in 1989; 8.8 Syntheses Reported in 1990; 8.9 Syntheses Reported in 1991
• 8.10 Syntheses Reported in 1992
• In recent years C-glycoside chemistry has been one of the main topics in carbohydrate chemistry, not only because of the synthetic challenges posed, but also because C-glycosides have the potential to serve as carbohydrate analogues resistant to metabolic processes. Consequently, this class of compounds is currently receiving much interest as a potential source of therapeutic agents for clinical use. This book provides a broad coverage of the various synthetic methods available for the preparation of C-glycosides, and illustrates the interesting breadth of connections betw
• English