Electrostatic and Stereoelectronic Effects in Carbohydrate Chemistry (eBook)
XII, 304 Seiten
Springer US (Verlag)
978-1-4614-8268-0 (ISBN)
The book deals with polar effects in carbohydrates and how these effects control the stereochemistry of carbohydrate reactions. This is important for understanding the mechanisms of certain carbohydrate reactions, including enzymatic reactions such as glycosidases, a very important group of enzymes in living matter. It is also very useful for synthetic carbohydrate chemists who would like to synthesize stereoselectively certain classes of carbohydrates. This book will be a very important source of information for practicing synthetic carbohydrate chemists. The book will also be helpful for organic chemists, or for those studying glycobiology.
The book deals with polar effects in carbohydrates and how these effects control the stereochemistry of carbohydrate reactions. This is important for understanding the mechanisms of certain carbohydrate reactions, including enzymatic reactions such as glycosidases, a very important group of enzymes in living matter. It is also very useful for synthetic carbohydrate chemists who would like to synthesize stereoselectively certain classes of carbohydrates. This book will be a very important source of information for practicing synthetic carbohydrate chemists. The book will also be helpful for organic chemists, or for those studying glycobiology.
Chapter 1- Intramolecular Electrostatic Interacations1.1 - Introduction1.2- Intramolecular Electrostatic InteractionsReferences Chapter 2- Anomeric Effects2.1-Anomeric effect and related stereoelectronic effects2.2-Exo-anomeric effect2.3-Generalized anomeric effect2.4-Anomeric effect in systems O-C-N2.5-Gauche effectReferencesChapter 3- Acid Catalyzed Hydrolysis of Glycosides3.1- Oxocarbenium ion 3.2- The acid-catalyzed hydrolysis of glycosides3.3- The acid-catalyzed hydrolysis of glycopyranosides3.4- The acid-catalyzed hydrolysis of glycofuranosides 3.5- Some recent developments regarding the mechanism of glycoside hydrolysis3.6- Acetolysis of glycosidesReferences Chapter 4- Conformation and Chemistry of Oxocarbenium Ion4.1- Conformation and Chemistry of Oxocarbenium IonReferences Chapter 5- Glycosylation 5.1- Armed-disarmed concept in the synthesis of glycosidic bond5.2- Stereoelectronic effects of substituents. Polyhydroxylated piperidines and sugars5.3- Glycosylation reactions with conformationally armed donors5.4- Superarmed glycosyl donors in glycosylation reactions5.5-Regio- and stereoselectivity of glycosylation5.6- Proton-catalyzed addition of alcohols to glycals: glycals as glycosyl donorsReferences Chapter 6- Stereoelectronic Effects in Nucleosides and Nucleotides6.1- Stereoelectronic effects in nucleosides and nucleotidesReferences Chapter 7- Free Radical Cyclizations7.1- Free-radical cyclizationsReferences Chapter 8- Sulfones, Olefins, Nitrones, Glycosidic Bond, and Norrish-Young Photocyclization 8.1- Carbohydrate sulfones8.2- Michael addition to vinyl sulfones 8.3- Glycosyl sulfones8.4- Strecker reaction8.5- Mercuration of carbohydrate olefins8.6- 1,3-Dipolar cycloaddition of chiral N-(alkoxyalkyl)nitrones 8.7- Synthesis of glycosides by reduction of sugar orthoesters8.8- Reductive cleavage of glycosidic bond8.9- Carbohydrate degradation by oxygen8.10 Norrish-Young photocyclizationReferencesAuthor IndexSubject Index
| Erscheint lt. Verlag | 6.1.2014 |
|---|---|
| Zusatzinfo | XII, 304 p. 297 illus., 2 illus. in color. |
| Verlagsort | New York |
| Sprache | englisch |
| Themenwelt | Naturwissenschaften ► Biologie ► Biochemie |
| Naturwissenschaften ► Chemie ► Organische Chemie | |
| Technik | |
| Schlagworte | carbohydrate chemistry • Electrostatic interactions • glycobiology • Glycoside • Organic Chemistry • Stereochemistry of Carbohydrate Reactions • Stereoelectronic |
| ISBN-10 | 1-4614-8268-2 / 1461482682 |
| ISBN-13 | 978-1-4614-8268-0 / 9781461482680 |
| Informationen gemäß Produktsicherheitsverordnung (GPSR) | |
| Haben Sie eine Frage zum Produkt? |
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