Synthetic Strategies in Carbohydrate Chemistry

Vinod Kumar Tiwari

• Publisher: Elsevier
• Year: 2023
• Print ISBN: 9780323917292
• eBook ISBN: 9780323986496
• Topic: Physical Sciences
• Subtopic: Organic Chemistry

Synthetic Strategies in Carbohydrate Chemistry covers carbohydrate synthesis and its widespread application in various disciplines including catalysis. Basic and advanced aspects of carbohydrates are covered, starting with a brief introduction and then followed by protection-deprotection strategies in carbohydrate chemistry, glycosidic bond formation methodology, and their impact in oligosaccharide synthesis. Recent synthetic approaches for O-glycosides, N-glycosides, thioglycosides and C-glycosides, Intramolecular Aglycon Delivery (IAD), and carbohydrate modification are discussed, as well as stereoelectronic factors that control the chemical and biochemical behavior of carbohydrates in living cells. In addition, diverse applications of synthetic carbohydrate chemistry are covered, including sugar-based chiral catalyst in stereoselective synthesis, sugar-based ionic liquids, one-pot tandem reactions in carbohydrates, total synthesis of glycoconjugated natural products, impact of sugar in drug discovery and development, vaccine development, and glycoengineering. This reference is essential reading for researchers working in synthetic carbohydrate chemistry and biochemistry, and will be useful to those working in total synthesis, novel synthetic methodology, catalysis, polymer science, glycobiology, medicinal chemistry, and process development chemistry. - Presents a practical and detailed overview on glycosylation methodology - Covers automated glycosylation strategies in glycan synthesis - Includes recent progress in the synthesis and significance of diverse thio-glycosides, C-glycosides, imino sugars and carbasugars - Highlights the impact of enzymes in glycan synthesis - Discusses the recent approaches for the synthesis of neoglycoconjugates

Table of contents

• Cover image
• Title page
• Table of Contents
• Copyright
• List of contributors
• Foreword
• Preface
• List of abbreviations
• Chapter 1. Glycosidic bond formation methodology: challenges and impact in oligosaccharide synthesis
• Chapter 2. Recent advances in stereoselective intramolecular O-glycosylation
• Chapter 3. Thioglycoside-based glycosylations in oligosaccharide synthesis
• Chapter 4. General strategy for the synthesis of N-glycosides
• Chapter 5. The emerging polyhydroxyazepane-based C-glycosides for glycosidase inhibition
• Chapter 6. Sialic acid donors: stereoselective chemical and enzymatic O-glycosylations
• Chapter 7. Common protection–deprotection strategies in carbohydrate synthesis
• Chapter 8. Synthetic chemistry of D-fructose
• Chapter 9. Recent synthetic strategies to access diverse iminosugars
• Chapter 10. Vinyl sugar enol ethers in organic synthesis
• Chapter 11. Synthesis of carbohydrate-containing macrocycles
• Chapter 12. Recent advances in synthesis of diverse glycopeptides and glycohybrids
• Chapter 13. Carbohydrate-based chiral organocatalysts
• Chapter 14. Emerging aspects of domino reactions in carbohydrate Chemistry
• Index