Domino and Intramolecular Rearrangement Reactions as Advanced Synthetic Methods in Glycoscience 1st Edition by Zbigniew Witczak, Roman Bielski 9781119044208 1119044200
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ISBN 10: 1119044200
ISBN 13: 9781119044208
Author: Zbigniew J. Witczak, Roman Bielski
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.
Table of contents:
Chapter 1: Introduction to Asymmetric Domino Reactions
Chapter 2: Organocatalyzed Cascade Reaction in Carbohydrate Chemistry
Chapter 3: Reductive Ring-Opening in Domino Reactions of Carbohydrates
Chapter 4: Domino Reactions Toward Carbohydrate Frameworks for Applications Across Biology and Medicine
Chapter 5: Multistep Transformations of BIS-Thioenol Ether-Containing Chiral Building Blocks: New Avenues in Glycochemistry
Chapter 6: Thio-Click and Domino Approach to Carbohydrate Heterocycles
Chapter 7: Convertible Isocyanides: Application in Small Molecule Synthesis, Carbohydrate Synthesis, and Drug Discovery
Chapter 8: Adding Additional Rings to the Carbohydrate Core: Access via (SPIRO) Annulation Domino Processes
Chapter 9: Introduction to Rearrangement Reactions in Carbohydrate Chemistry
Chapter 10: Rearrangement of a Carbohydrate Backbone Discovered “EN ROUTE” to Higher-Carbon Sugars
Chapter 11: Novel Levoglucosenone Derivatives
Chapter 12: The Preparation and Reactions of 3,6-Anhydro-D-Glycals
Chapter 13: Ring Expansion Methodologies of Pyranosides to Septanosides and Structures of Septanosides
Chapter 14: Rearrangements in Carbohydrate Templates to the Way to Peptide-Scaffold Hybrids and Functionalized Heterocycles
Chapter 15: Palladium- and Nickel-Catalyzed Stereoselective Synthesis of Glycosyl Trichloroacetamides and Their Conversion to α- and β-Urea Glycosides
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Tags: Zbigniew Witczak, Roman Bielski, Domino, Rearrangement