Carbohydrate Chemistry: Proven Synthetic Methods, Volume 1

Front Cover
Contents
Foreword
Foreword
Foreword
Introduction
Contributors
Chapter 1: Acetolysis of 6-Deoxysugars Controlled by Armed–Disarmed Effect
Chapter 2: NaH/Im2SO2-Mediated Preparation of Hex-2- and Hex-3-Enopyranoside Enol Ethers
Chapter 3: Enhancement of the Rate of Purdie Methylation by Me2S Catalysis
Chapter 4: Synthesis of Oligosaccharides by Preactivation-Based Chemoselective Glycosylation of Thioglycosyl Donors
Chapter 5: The Use of Hypophosphorous Acid in Radical Chain Deoxygenation of Carbohydrates
Chapter 6: Diphenylsulfoxide-Trifluoromethanesulfonic Anhydride: A Potent Activator for Thioglycosides
Chapter 7: Preparation of Glycosyl Chlorides from Glycopyranoses/Glycofuranoses under Mild Conditions
Chapter 8: C-Glycosylation Starting from Unprotected O-Glycosides
Chapter 9: Palladium-Catalyzed Sonogashira Coupling on p-Iodophenyl α-d-Mannopyranoside
Chapter 10: Synthesis by “Click Chemistry” of an α-d-Mannopyranoside Having a 1,4-Disubstituted Triazole as Aglycone
Chapter 11: Synthesis of Methyl Glycuronates by Chemo- and Regioselective TEMPO/BAIB-Oxidation
Chapter 12: Synthesis of Sugar Nucleotides: A Phosphoramidite Approach
Chapter 13: Conversion of N-2,2,2-Trichloroethoxycarbonyl-Protected 2-Aminoglycosides into N-Alkylated 2,3-N,O-Carbonyl Glycosides
Chapter 14: TIBAL-Induced Rearrangement: Synthesis of gem-Difluorocarbagalactose
Chapter 15: Pyranose-Fused Butenolides: An Expedient Preparation from Furanose Synthons
Chapter 16: Glycal Dimerization with High Diastereoselectivity
Chapter 17: Regioselective Debenzylation of C-Glycosylpropene
Chapter 18: Synthesis of Azido-Functionalized Carbohydrates for the Design of Glycoconjugates
Chapter 19: Synthesis of Thioglycosides and Thioimidates from Glycosyl Halides
Chapter 20: Synthesis of Thioglycosides and Thioimidates from Peracetates
Chapter 21: 2-Acetamido-4,6-O-Benzylidene-2-Deoxy-d-Glucopyranose
Chapter 22: Synthesis of 1,3,4,6-Tetra-O-Acetyl-2-Azido-2-Deoxy-α,β-d-Glucopyranose and 2-Azido-4,6-O-Benzylidene-2-Deoxy-α,β-d-Glucopyranose
Chapter 23: An Easy Access to 2,3,4,6-Tetra-O-Benzyl-d-Galactopyranose and 2,3,6-Tri-O-Benzyl-d-Glucopyranose
Chapter 24: Benzyl 2,3,6,2′,3′,6′-Hexa-O-Benzyl-β-Cellobioside
Chapter 25: One-Step Syntheses of 1,2,3,5,6-Penta-O-Benzoyl-α,β-d-Galactofuranose and 1,2,3,5-Tetra-O-Benzoyl-α,β-d-Arabinofuranose
Chapter 26: Stereoselective Synthesis of α-C-Sialyl Compounds
Chapter 27: Synthesis of O-Acetylated N-Acetylneuraminic Acid Glycal
Chapter 28: Substituted Benzyl Glycosides of N-Acetylneuraminic Acid
Chapter 29: Synthesis of 1,5-Di-C-Alkyl 1,5-Iminoxylitols Related to 1-Deoxynojirimycin
Chapter 30: Synthesis of 1,6-Anhydro-2,3,5-Tri-O-Benzoyl-α-d-Galactofuranose
Chapter 31: Synthesis of Prop-2-Ynyl 2,3,4,6-Tetra-O-Acetyl-α-d-Mannopyranoside
Chapter 32: Synthesis of 3-C-(2,3,4,6-Tetra-O-Acetyl-β-d-Galactopyranosyl)prop-1-Ene
Chapter 33: Synthesis of (E)-Methyl 4-(2,3,4,6-Tetra-O-Acetyl-β-d-Galactopyranosyl)but-2-Enoate by Cross-Metathesis Reaction
Chapter 34: Preparation of O-β-d-Galactopyranosyl­hydroxylamine
Chapter 35: Synthesis of 2,3,4,6-Tetra-O-Acetyl-1,5-Anhydro-d-Lyxo-Hex-1-Enitol and Its Conversion into a Hex-3-Enopyranosid-2-Ulose Analogue of Levoglucosenone
Chapter 36: Efficient Synthesis of Methyl(Allyl 4-O-Acyl-2,3-Di-O-Benzyl-β-d-Galactopyranosid)uronates from d-Galacturonic Acid‡
Chapter 37: Methyl(Ethyl 2,3,5-Tri-O-Benzoyl-1-Thio-α,β-d-Galactofuranosid)uronate
Chapter 38: p-Tolyl 2,3,5-Tri-O-Benzoyl-1-Thio-α-d-Arabinofuranoside: A Useful Thioglycoside Building Block in the Synthesis of Oligoarabinofuranosides
Chapter 39: Ethylene Dithioacetals of Common Hexoses
Chapter 40: Preparation of 2,6-Anhydro-Aldose Tosylhydrazones
Chapter 41: Preparation of Exo-Glycals from (C-Glycopyranosyl)formaldehyde Tosylhydrazones
Chapter 42: Synthesis of O-(6-Deoxy-α- and β-l-Galactopyranosyl) Hydroxylamines (α- and β-l-Fucopyranosyl­hydroxylamines)
Chapter 43: Functionalization of Terminal Positions of Sucrose—Part I: Synthesis of 2,3,3′,4,4′-Penta-O-Benzylsucrose and Differentiation of the Terminal Positions (1,6,6′)
Chapter 44: Functionalization of Terminal Positions of Sucrose—Part II‡: Preparation of 1′,2,3,3′,4,4′-Hexa-O-Benzylsucrose and 6,6′-Bis-O-(2-Hydroxyethyl)-1′,2,3,3′,4,4′-Hexa-O-Benzylsucrose
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