Glycoscience: Epimerisation, Isomerisation and Rearrangement Reactions of Carbohydrates (Topics in Current Chemistry) (Topics in Current Chemistry)

Until the middle of the 20th century, carbohydrate chemistry was regarded as a separate, minor branch of organic chemistry; despite the tremendous importance of carbohydrates in nutrition, the food industry, in biology and medicine and as organic raw materials, they were regarded by many organic chemists with some dubiety. Carbohydrate chemistry is a rapidly growing research and development area with great potential for future achievements due to the eminent importance of carbohydrates in biochemistry and biology and the strong impact of gly- sciences in these fields. One of the most important methods of carbohydrate transformation in terms of commercial significance is the conversion of sugars into high-added-value epimers or isomers such as the enzymatic transfor- tion of d-glucose into d-fructose or the base induced isomerisation of lactose into lactulose. In addition to these industrial processes, quite a range of methods has become available to transform simple sugars into valuable intermediates, building blocks and sophisticated products. Consequently, a compilation of - portant but quite diverse methods in one book appeared to be a worthwhile task. Quite a few of the authors have made significant discoveries in the area under consideration. Others have contributed important and innovative extensions taking one or the other method to even higher levels of sophistication. The classical method of epimerisation, the Lobry de Bruyn - Alberda van Ekenstein rearrangement has been treated by S. Angyal, the expert in the field of free sugars and their interconversions. L. Petrus? and co-authors have contr- uted a first-hand experience based chapter on the Bílik reaction, which was discovered in Bratislava and is an important approach to rare sugars on a c- mercial basis. Another, more recently developed method, the epimerisation of free sugars catalysed by nickel (II)/ethylene diamine complexes, has been - viewed by S. Osanai The Lobry de Bruyn-Alberda van Ekenstein Transformation and Related Reactions....Pages 1-14 The Bílik Reaction....Pages 15-41 Erratum....Pages 42-42 Nickel(II)-Catalyzed Rearrangements of Free Sugars....Pages 43-76 D-Xylose (D-Glucose) Isomerase and Related Enzymes in Carbohydrate Synthesis....Pages 77-114 The Amadori and Heyns Rearrangements: Landmarks in the History of Carbohydrate Chemistry or Unrecognized Synthetic Opportunities?....Pages 115-152 Substitution-with-Allylic-Rearrangement Reactions of Glycal Derivatives....Pages 153-175 Synthetically Useful Base-Induced Rearrangements of Aldonolactones....Pages 177-191 Rearrangements in the Course of Nucleophilic Substitution Reactions....Pages 193-275 Direct Conversion of 5,6-Unsaturated Hexopyranosyl Compounds to Functionalized Cyclohexanones....Pages 277-291 Claisen Rearrangements in Carbohydrate Chemistry....Pages 293-325 Miscellaneous....Pages 327-345 This series presents critical reviews of the present position and future trends in modern chemical research. The short and concise reports on chemistry, each written by the world’s renowned experts, are still valid and useful after 5 or 10 years. Volume Editor, Arnold E. Stütz ; With Contributions By M. Albert ... [et Al.]. Includes Bibliographical References And Index.