图书简介
This second volume in a series offers a collection of synthetic procedures valuable to the practice of synthetic carbohydrate chemistry, both for specific synthetic transformations and the preparation of common synthetic intermediates. Each chapter presents in-depth experimental descriptions for the reported procedures, including reaction setup, reaction conditions, work-up procedures, and purification protocols. All described procedures have been independently verified as reliable and reproducible. With editors and contributors who are highly respected scientists in the field, this book provides a widely useful reference for both researchers and students.
Section I: Synthetic Methods . Highly Stereoselective 1,2- cis -Glycosylations Employing C-2 (S)-(Phenylthiomethyl)benzyl Ether as a Chiral Auxiliary. Regioselective Reductive Openings of 4,6- O -Benzylidene-Type Acetals Using LiAlH 4 -AlCl 3 . A Facile Method for Oxidation of Primary Alcohols to Carboxylic Acids in Carbohydrate Synthesis. Ultrasonic Energy Promoted Allylation to Generate 1- C -(2,3,4,6-Tetra- O -benzyl-?-d-glucopyranosyl)prop-2-ene. Synthesis of a Multivalent Glycocyclopeptide Using Oxime Ligation. Reductive Amination Methodology for Synthesis of Primary Amines from Unprotected Synthons. General Preparation of Imidazole-1-sulfonate Esters . Regioselective Monoacylation and Monoalkylation of Carbohydrates Catalyzed by a Diarylborinic Ester. The Synthesis of Carbamates from Alkenylamines . Hydrolysis of Thioglycosides Using Anhydrous N- Iodosuccinimide (NIS) and Trifluoroacetic Acid (TFA). Highly Diastereoselective Construction of l-Heptosides by a Sequential Grignard Addition/Fleming-Tamao Oxidation. Synthesis of Fluorinated Exo- glycals Mediated by Selectfluor . A Direct and Stereospecific Approach to the Synthesis of ?-Glycosyl Thiols. Efficient Microwave-Assisted Synthesis of 1?,2,3,3?,4,4?,6-Hepta- O -benzyl-sucrose and 1?,2,3,3?,4,4?-Hexa- O -benzylsucrose. Section II: Synthetic Intermediates. Oligosaccharide-Salicylaldehyde Derivatives as Precursors of Water-Soluble, Biocompatible Anion Receptors. Allyl 3,4,6-Tri- O -Benzyl-?-d-Mannopyranoside . Synthesis of a Spacer-Armed 6?-Sialyl- N -Acetyllactosamine . Synthesis of ?-(1?3)-mannobiose . Phenyl 4,6- O -Benzylidene-1-thio-?-d-mannopyranoside . Synthesis of 1,3,4,6-Tetra-O-acetyl-?-d-glucopyranose Revisited . Synthesis of 4,6- O -Benzylidene Acetals of Methyl ?-d-Glucopyranoside, Ethyl 1-Thio-?-d-gluco- and Galactopyranoside. Synthesis of ?- N -Acetylneuraminic Acid Methyl Glycoside . Synthesis of Ammonium 3-Deoxy-d- manno -oct-2-ulopyranosylonate (Ammonium Kdo). Synthesis and Characterization of Tetra- O -propargyl Pentaerythritol. Improved Synthesis of Ethyl (2,3,4,6-Tetra- O- acetyl-?-d-galactopyranosyl)-(1?3)-4,6- O -benzylidene-2-deoxy-1-thio-2-trichloroacetamido-?-d-glucopyranoside. Synthesis of ?-d-Galactofuranosyl Phosphate . Synthesis of 1,2 4,5-Di- O -(3,3-pentylidene)arabitol via Kinetic Acetal Formation. 1,2-Anhydro-3,4,6-tri- O -benzyl-?-d-mannopyranose . Synthesis of Glucosyl C-1 Dihalides from Tetra- O -acetyl-?-d-glucopyranosyl Chloride. Synthesis of 3,4,6-Tri- O -acetyl-d-galactal . Efficient Synthesis of Hepta- O -acetyl-?-lactosyl Azide via Phase Transfer Catalysis. Synthesis of 2,3,4,6-Tetra- O -acetyl-?-d-mannopyranosyl Azide . Synthesis of Phenyl 2,3,4,6-Tetra- O -acetyl-1-thio-?-d-galactopyranoside. An Alternative, Large-Scale Synthesis of 1,2 5,6-Di- O -isopropylidene-?-d- ribo -hex-3-ulofuranose.
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