Electrostatic and Stereoelectronic Effects in Carbohydrate Chemistry [Paperback]

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 Interacations

1.1 - Introduction

1.2- Intramolecular Electrostatic Interactions

References

Chapter 2- Anomeric Effects

2.1-Anomeric effect and related stereoelectronic effects

2.2-Exo-anomeric effect

2.3-Generalized anomeric effect

2.4-Anomeric effect in systems O-C-N

2.5-Gauche effect

References

Chapter 3- Acid Catalyzed Hydrolysis of Glycosides

3.1- Oxocarbenium ion

3.2- The acid-catalyzed hydrolysis of glycosides

3.3- The acid-catalyzed hydrolysis of glycopyranosides

3.4- The acid-catalyzed hydrolysis of glycofuranosides

3.5- Some recent developments regarding the mechanism of glycoside hydrolysis

3.6- Acetolysis of glycosides

References