Selective glycosylations : synthetic methods and catalysts /

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.

Bibliographic Details
Other Authors:	Bennett, Clay S. (Editor)
Format:	eBook
Language:	English
Published:	Weinheim, Germany : Wiley-VCH, 2017.
Subjects:	Glycosylation. Glycosylation Electronic books.
Online Access:	Connect to the full text of this electronic book

Table of Contents:

Title Page; Copyright; Table of Contents; List of Contributors; Preface; Part I: Introduction; Chapter 1: Stereoselective Glycosylations
Additions to Oxocarbenium Ions; 1.1 Introduction; 1.2 Stability, Reactivity, and Conformational Behavior of Glycosyl Oxocarbenium Ions; 1.3 Computational Studies; 1.4 Observation of Glycosyl Oxocarbenium Ions by NMR Spectroscopy; 1.5 Oxocarbenium Ion( -like) Intermediates as Product-Forming Intermediates in Glycosylation Reactions; 1.6 Conclusion; References.
Chapter 2: Application of Armed, Disarmed, Superarmed, and Superdisarmed Building Blocks in Stereocontrolled Glycosylation and Expeditious Oligosaccharide Synthesis2.1 Introduction: Chemical Synthesis of Glycosides and Oligosaccharides; 2.2 Fraser-Reid's Armed-Disarmed Strategy for Oligosaccharide Synthesis; 2.3 Many Reactivity Levels Exist between the Armed and Disarmed Building Blocks; 2.4 Modes for Enhancing the Reactivity: Superarmed Building Blocks; 2.5 Modes for Decreasing the Reactivity: Superdisarmed Building Blocks.
2.6 Application of Armed and Disarmed Building Blocks in Stereocontrolled Glycosylation2.7 Application of Armed/Superarmed and Disarmed Building Blocks in Chemoselective Oligosaccharide Synthesis; 2.8 Conclusions and Outlook; References; Chapter 3: Solvent Effect on Glycosylation; 3.1 Introduction; 3.2 General Properties of Solvents Used in Glycosylation; 3.3 Polar and Noncoordinating Solvents in Glycosylation; 3.4 Weakly Polar and Noncoordinating Solvents in Glycosylation; 3.5 Polar and Coordinating Solvents in Glycosylation; 3.6 Weakly Polar and Coordinating Solvents in Glycosylation.
3.7 Solvent Effect of Ionic Liquid on Glycosylation3.8 Solvent Effect on Electrochemical Glycosylation; 3.9 Molecular Dynamics Simulations Studies on Solvent Effect; 3.10 Conclusions; References; Part II: Stereocontrolled Approaches to Glycan Synthesis; Chapter 4: Intramolecular Aglycon Delivery toward 1,2-cis Selective Glycosylation; 4.1 Introduction; 4.2 Ketal Type Tethers; 4.3 Silicon Tethers; 4.4 2-Iodoalkylidene Acetals as Tether; 4.5 Benzylidene Acetals as Tether; 4.6 IAD through Hemiaminal Ethers; 4.7 Conclusions; References.
Chapter 5: Chiral Auxiliaries in Stereoselective Glycosylation Reactions5.1 Introduction; 5.2 Neighboring Group Participation of O-2 Chiral Auxiliaries; 5.3 Neighboring Group Participation of O-2 Achiral Auxiliaries; 5.4 Preconfigured Chiral Auxiliaries; 5.5 Conclusion; References; Chapter 6: Glycosylation with Glycosyl Sulfonates; 6.1 Introduction; 6.2 Formation of Glycosyl Sulfonates; 6.3 Evidence for Glycosyl Sulfonates; 6.4 Location of the Glycosyl Sulfonates in the General Glycosylation Mechanism; 6.5 Applications in O-Glycoside Synthesis; 6.6 Applications in S-Glycoside Synthesis.