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Domino and Intramolecular Rearrangement Reactions as Advanced Synthetic Methods in Glycoscience

Author: Zbigniew J. Witczak

Publisher: John Wiley & Sons

Published: 2016-01-14

Total Pages: 368

ISBN-13: 1119044391

The book consists of a brief introduction, a foreward provided byprofessor Danishefsky of Columbia University, and about 14 –16 chapters, each written by one or two eminent scholars/authorsdescribing their recent research in the area of either dominoreactions or intramolecular rearrangements in carbohydratechemistry. Three or four chapters will be reviews. The domino (cascade, tandem)reactions are always intramolecular. They are usually very fast,clean and offer highly complex structures in a one pot process.Intramolecular rearrangements offer very similar advantages andoften lead to highly complex products as well. Although manyrecently isolated carbohydrates fulfill various sophisticatedfunctions, their structures are often very complex. The editorscover the broadest scope of novel methodologies possible. All thesynthetic and application aspects of domino/cascade reactions areexplored in this book. A second theme that will be covered isintramolecular rearrangement, which is also fast, stereoselective,and often constitutes one or more steps of domino /cascade process.Selected examples of intramolecular rearrangements are presented.Together, both processes offer an elegant and convenient approach to the synthesis of many complex molecules,which are normally difficult to synthesize via alternative routes.It appears that domino and intramolecular rearrangements areideally suited to synthesize certain specific modifiedmonosaccharides. What is particularly important is that bothprocesses are intermolecular and almost always yield products withvery well-defined stereochemistry. This high definition isabsolutely crucial when synthesizing advanced, modified mono andoligosaccharides. The choice of contributors reflects anemphasis on both therapeutic and pharmacological aspects of carbohydratechemistry.

Domino and Intramolecular Rearrangement Reactions as Advanced Synthetic Methods in Glycoscience

Author: Zbigniew J. Witczak

Publisher: John Wiley & Sons

Published: 2016-02-23

Total Pages: 372

ISBN-13: 1119044200

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The book consists of a brief introduction, a foreward provided by professor Danishefsky of Columbia University, and about 14 - 16 chapters, each written by one or two eminent scholars/authors describing their recent research in the area of either domino reactions or intramolecular rearrangements in carbohydrate chemistry. Three or four chapters will be reviews. The domino (cascade, tandem) reactions are always intramolecular. They are usually very fast, clean and offer highly complex structures in a one pot process. Intramolecular rearrangements offer very similar advantages and often lead to highly complex products as well. Although many recently isolated carbohydrates fulfill various sophisticated functions, their structures are often very complex. The editors cover the broadest scope of novel methodologies possible. All the synthetic and application aspects of domino/cascade reactions are explored in this book. A second theme that will be covered is intramolecular rearrangement, which is also fast, stereoselective, and often constitutes one or more steps of domino / cascade process. Selected examples of intramolecular rearrangements are presented. Together, both processes offer an elegant and convenient approach to the synthesis of many complex molecules, which are normally difficult to synthesize via alternative routes. It appears that domino and intramolecular rearrangements are ideally suited to synthesize certain specific modified monosaccharides. What is particularly important is that both processes are intermolecular and almost always yield products with very well-defined stereochemistry. This high definition is absolutely crucial when synthesizing advanced, modified mono and oligosaccharides. The choice of contributors reflects an emphasis on both therapeutic and pharmacological aspects of carbohydrate chemistry.

Synthetic Strategies in Carbohydrate Chemistry

Author: Vinod Kumar Tiwari

Publisher: Elsevier

Published: 2023-11-01

Total Pages: 775

ISBN-13: 0323986498

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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

Recent Trends in Carbohydrate Chemistry

Author: Amélia Pilar Rauter

Publisher: Elsevier

Published: 2020-05-13

Total Pages: 492

ISBN-13: 0128174676

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Carbohydrate chemistry provides access to carbohydrate-based natural products and synthetic molecules as useful biologically active structures relevant to many health care and disease-related biological processes. Recent Trends in Carbohydrate Chemistry: Synthesis, Structure, and Function of Carbohydrates covers green and sustainable reactions, organometallic carbohydrate chemistry, synthesis of glycomimetics, multicomponent reactions, and chemical transformations leading to molecular diversity based on carbohydrates. These include inhibitors of glycogen phosphorylase, which are relevant in controlling type 2 diabetes and sugar sulfates. Polysaccharides, which are commonly modified chemically, are also examined with contributions covering polysaccharide synthesis and modification of polysaccharides to obtain new structures and properties. Recent Trends in Carbohydrate Chemistry: Synthesis, Structure, and Function of Carbohydrates is ideal for researchers working as synthetic organic chemists, and for those interested in biomolecular chemistry, green chemistry, organometallic chemistry, and material chemistry in academia as well as in industry Demonstrates the importance of carbohydrate chemistry as green and sustainable chemistry Details monosaccharide syntheses and transformations toward biologically active small molecular entities Provides the most recent findings on polysaccharide synthesis and bioapplications

Natural Products as Source of Molecules with Therapeutic Potential

Author: Valdir Cechinel Filho

Publisher: Springer

Published: 2018-12-07

Total Pages: 531

ISBN-13: 3030005453

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This book addresses the highly relevant and complex subject of research on drugs from natural products, discussing the current hot topics in the field. It also provides a detailed overview of the strategies used to research and develop these drugs. Respected experts explore issues involved in the production chain and when looking for new medicinal agents, including aspects such as therapeutic potential, functional foods, ethnopharmacology, metabolomics, virtual screening and regulatory scenarios. Further, the book describes strategic methods of isolation and characterization of active principles, biological assays, biotechnology of plants, synthesis, clinical trials and the use of tools to identity active principles.

Modern Synthetic Methods in Carbohydrate Chemistry

Author: Daniel B. Werz

Publisher: John Wiley & Sons

Published: 2013-12-23

Total Pages: 419

ISBN-13: 3527332847

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The fields of glycochemistry and glycoscience are rich and varied and where much can be learned from Nature. As Nature is not always able to produce carbohydrates in quantities useful for not only in research but also as therapeutic agents, new ways need to be found to optimize the yield. This book presents an overview of the latest developments in the field of carbohydrates, ranging from de-novo approaches via cyclodextrin chemistry to the synthesis of such highly complex glycoconjugates as glycosphingolipids and GPI anchors. The main emphasis remains on the synthetic aspects making the book an excellent source of information for those already involved in carbohydrate chemistry, as well as for those organic chemists who are beginners in this field. Equally of interest to synthetic chemists, as well as medicinal chemists and biochemists.

The Amide Linkage

Author: Arthur Greenberg

Publisher: John Wiley & Sons

Published: 2002-11-11

Total Pages: 672

ISBN-13: 9780471420255

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An authoritative reference to an important and ubiquitous chemical linkage The amide linkage is one of the most fundamental and widespread chemical bonds in nature, underlying the properties of a vast array of organic molecules, polymers, and materials, including peptides and proteins. Arthur Greenberg, Curt Breneman, and Joel Liebman's peerless text provides comprehensive coverage of the experimental, structural, and computational findings that shed light on the chemical and physical properties of the amide linkage, as well as its emerging applications in materials and biotechnology. Chapters in The Amide Linkage highlight how this chemical bond factors in the design of enzyme inhibitors, cyclic peptides, antibacterial agents, and emerging nanotechnology applications. This one-of-a-kind study also: * Discusses selected aspects of chemical reactions, structure, bonding, and energetics of the amide bond, including amide rotational barriers, stereochemistry, complexation, spectroscopy, and thermochemistry * Presents specific applications to supramolecular and stereospecific synthesis * Discusses key aspects of peptide and protein chemistry-such as molecular recognition, conformation, and folding-in terms of the amide linkage * Includes chapters contributed by numerous eminent chemists and biochemists Organic, medicinal, polymer, and physical chemists, as well as biochemists and materials scientists, will find The Amide Linkage to be an invaluable addition to their professional libraries.

Selective Glycosylations

Author: Clay S. Bennett

Publisher: John Wiley & Sons

Published: 2017-01-25

Total Pages: 400

ISBN-13: 3527696229

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A comprehensive summary of novel approaches to the stereoselective construction of glycosidic linkages, covering modern glycosylation methods and their use and application in natural product synthesis and drug discovery. Clearly divided into five sections, the first describes recent advances in classical methodologies in carbohydrate chemistry, while the second goes on to deal with newer chemistries developed to control selectivity in glycosylation reactions. Section three is devoted to selective glycosylation reactions that rely on the use of catalytic promoters. Section four describes modern approaches for controlling regioselectivity in carbohydrate synthesis. The final section focuses on new developments in the construction of "unusual" sugars and is rounded off by a presentation of modern procedures for the construction of glycosylated natural products. By providing the latest advances in glycosylation as well as information on mechanistic aspects of the reaction, this is an invaluable reference for both specialists and beginners in this booming interdisciplinary field that includes carbohydrate chemistry, organic synthesis, catalysis, and biochemistry.

Domino Reactions in Organic Synthesis

Author: Lutz F. Tietze

Publisher: John Wiley & Sons

Published: 2006-12-13

Total Pages: 631

ISBN-13: 3527608680

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Domino reactions enable you to build complex structures in one-pot reactions without the need to isolate intermediates- a dream comes true. In this book, the well-respected expert, Professor Lutz Tietze, summarizes the possibilities of this reaction type - an approach for an efficiant, economically benificial and ecological benign synthesis. A definite must for every organic chemist.

Comprehensive Organic Name Reactions and Reagents, 3 Volume Set

Author: Zerong Wang

Publisher: Wiley-Interscience

Published: 2009-06-29

Total Pages: 3824

ISBN-13: 9780471704508

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With its coverage of 701 organic name reactions and reagents, this three-volume set is the largest, most up-to-date major reference work of its kind. It offers students and professional chemists a valuable resource for conducting experiments and performing a broad range of applications, from pharmaceuticals to plastics to pesticides. Each reaction listing is clearly organized into uniform sections that allow readers to quickly gather the information they need to conduct their own experimental procedures Comprehensive Organic Name Reactions and Reagents offers several features that help readers gather information quickly and conduct their experiments successfully: Chemical abbreviations list the abbreviation, the chemical's full name, its structure, and page references Schematic reaction index offers a quick overview of each reaction Reaction summaries provide basic information about each name reaction Reaction type summaries categorize and organize all related name reactions according to the type of transformation (e.g., oxidation, reduction, synthesis of alkenes, etc.)