Selective glycosylations : synthetic methods and catalysts /: synthetic methods and catalysts. (2017)

• Record Type: Book
• Further Information: Note: Edited by Clay S. Bennett.
• Editors: Bennett, Clay S
• 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
• Publisher Details: Weinheim, Germany : Wiley-VCH
• Publication Date: 2017
• Extent: 1 online resource
• Subjects: 572/.68; Glycosylation; Electronic books
• Languages: English
• ISBNs: 9783527696239; 3527696237; 9783527696246; 3527696245
• Related ISBNs: 9783527339877
• Notes: Note: Includes bibliographical references and index.; Note: Online resource; title from PDF title page (John Wiley, viewed January 31, 2017).
• Access Rights: Legal Deposit; Only available on premises controlled by the deposit library and to one user at any one time; The Legal Deposit Libraries (Non-Print Works) Regulations (UK).
• Access Usage: Restricted: Printing from this resource is governed by The Legal Deposit Libraries (Non-Print Works) Regulations (UK) and UK copyright law currently in force.