Carbohydrate Chemistry : Proven Synthetic Methods

 Content: Synthetic Methods Acetolysis of 6-Deoxysugars Controlled by Armed-Disarmed Effect Emiliano Bedini, Luigi Cirillo, Ian Cumpstey, and Michelangelo Parrilli NaH/Im2SO2-Mediated Preparation of Hex-2- and Hex-3-Enopyranoside Enol Ethers Emanuele Attolino, Giorgio Catelani, Felicia D. Andrea, Lorenzo Guazzelli, and Marie-Christine Scherrmann Enhancement of the Rate of Purdie Methylation by Me2S Catalysis Shujie Hou, Thomas Ziegler, and Pavol Kovac Synthesis of Oligosaccharides by Preactivation-Based Chemoselective Glycosylation of Thioglycosyl Donors  Zhen Wang, Gilbert Wasonga, Benjamin M. Swarts, and Xuefei Huang The Use of Hypophosphorous Acid in Radical Chain Deoxygenation of Carbohydrates Karsten Krohn, Ivan Shuklov, Ishtiaq Ahmed, and Alice Voss Diphenylsulfoxide-Trifluoromethanesulfonic Anhydride: A Potent Activator for Thioglycosides Jeroen D.C. Codee, Thomas J. Boltje, and Gijsbert A. van der Marel Preparation of Glycosyl Chlorides from Glycopyranoses/Glycofuranoses under Mild Conditions Chih-Wei Chang, Chin-Sheng Chao, Chang-Ching Lin, and Kwok-Kong T. Mong C-Glycosylation Starting from Unprotected O-Glycosides Barbara La Ferla, Laura Cipolla, Wouter Hogendorf, and Francesco Nicotra Palladium-Catalyzed Sonogashira Coupling on p-Lodophenyl alpha-D-Mannopyranoside Tze Chieh Shiao, Jacques Rodrigue, and Mohamed Touaibia Synthesis by ''Click Chemistry'' of an alpha-D-Mannopyranoside Having a 1,4-Disubstituted Triazole as Aglycone Tze Chieh Shiao, Denis Giguere, and Mohamed Touaibia Synthesis of Methyl Glycuronates by Chemo- and Regioselective TEMPO/BAIB-Oxidation Marthe T.C. Walvoort, Deepak Sail, Gijsbert A. van der Marel, and Jeroen D.C. Codee Synthesis of Sugar Nucleotides: A Phosphoramidite Approach Henrik Gold, Karine Descroix, Jeroen D.C. Codee, and Gijsbert A. van der Marel Conversion of N-2,2,2-Trichloroethoxycarbonyl-Protected 2-Aminoglycosides into N-Alkylated 2,3-N,O-Carbonyl Glycosides Thomas Honer, Siegfried Forster, and Thomas Ziegler TIBAL-Induced Rearrangement: Synthesis of gem-Difluorocarbagalactose Joao Sardinha, Amelia Pilar Rauter, Matthieu Sollogoub, and Yves Bleriot Pyranose-Fused Butenolides: An Expedient Preparation from Furanose Synthons Nuno M. Xavier, Sebastian Kopitzki, and Amelia Pilar Rauter Glycal Dimerization with High Diastereoselectivity Andreas H. Franz, Paul H. Gross, and Katja Michael Regioselective Debenzylation of C-Glycosylpropene Laura Cipolla, Barbara La Ferla, Amelia Pilar Rauter, and Francesco Nicotra Synthesis of Azido-Functionalized Carbohydrates for the Design of Glycoconjugates Samy Cecioni, Mehdi Almant, Jean-Pierre Praly, and Sebastien Vidal Synthesis of Thioglycosides and Thioimidates from Glycosyl Halides Archana R. Parameswar, Daniel Mueller, Lin Liu, Cristina De Meo, and Alexei V. Demchenko Synthesis of Thioglycosides and Thioimidates from Peracetates Archana R. Parameswar, Akihiro Imamura, and Alexei V. Demchenko  Synthetic Intermediates 2-Acetamido-4,6-O-Benzylidene-2-Deoxy-D-Glucopyranose Sergey S. Pertel, Sergey A. Gunchak, Elena S. Kakayan, Vasily Ya. Chirva, and Sebastien Vidal Synthesis of 1,3,4,6-Tetra-O-Acetyl-2-Azido-2-Deoxy-alpha,beta-D-Glucopyranose and 2-Azido-4,6-O-Benzylidene-2-Deoxy-alpha,beta-D-Glucopyranose Rafael Ojeda, Jose Luis de Paz, Ricardo Lucas, Niels Reichardt, Lin Liu, and Manuel Martin-Lomas An Easy Access to 2,3,4,6-Tetra-O-Benzyl-D-Galactopyranose and 2,3,6-Tri-O-Benzyl-D-Glucopyranose Ian Cumpstey, Riccardo Cribiu, and Lorenzo Guazzelli Benzyl 2,3,6,2',3',6'-Hexa-O-Benzyl-beta-Cellobioside Deepak Sail, Paula Correia da Silva, and Pavol Kovac One-Step Syntheses of 1,2,3,5,6-Penta-O-Benzoyl-alpha,beta-D-Galactofuranose and 1,2,3,5-Tetra-O-Benzoyl-alpha,beta-D-Arabinofuranose Carla Marino, Lucia Gandolfi-Donadio, Carola Gallo Rodriguez, Yu Bai, and Rosa M. de Lederkremer Stereoselective Synthesis of alpha-C-Sialyl Compounds Jin-Hwan Kim, Fei Huang, Sayaka Masuko, Deepak Sail, and Robert J. Linhardt Synthesis of O-Acetylated N-Acetylneuraminic Acid Glycal Nadezhda Y. Kulikova, Anna M. Shpirt, Alexander Chinarev, and Leonid O. Kononov Substituted Benzyl Glycosides of N-Acetylneuraminic Acid Alexander Chinarev, A.B. Tuzikov, A.I. Zinin, and N.V. Bovin Synthesis of 1,5-Di-C-Alkyl 1,5-Iminoxylitols Related to 1-Deoxynojirimycin Vincent Chagnault, Philippe Compain, Olivier R. Martin, and Jean-Bernard Behr Synthesis of 1,6-Anhydro-2,3,5-Tri-O-Benzoyl-alpha-D-Galactofuranose Sujit K. Sarkar, Ambar K. Choudhury, Jan Hirsch, and Nirmolendu Roy Synthesis of Prop-2-Ynyl 2,3,4,6-Tetra-O-Acetyl-alpha-D-Mannopyranoside Yoann M. Chabre, Tze Chieh Shiao, Sebastien Vidal, and Rene Roy Synthesis of 3-C-(2,3,4,6-Tetra-O-Acetyl-beta-D-Galactopyranosyl)prop-1-Ene Subhash Rauthu, Tze Chieh Shiao, Dominique Lafont,and Rene Roy Synthesis of (E)-Methyl 4-(2,3,4,6-Tetra-O-Acetyl-beta-D-Galactopyranosyl)but-2-Enoate by Cross-Metathesis Reaction Denis Giguere, Jacques Rodrigue, David Goyard, and Rene Roy Preparation of O-beta-D-Galactopyranosylhydroxylamine Tze Chieh Shiao, Alex Papadopoulos, Olivier Renaudet, and Rene Roy 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 Veronica E. Manzano, Evangelina Repetto, Maria Laura Uhrig, Marek Barath, and Oscar Varela Efficient Synthesis of Methyl(Allyl 4-O-Acyl-2,3-Di-O-Benzyl-beta-D-Galactopyranosid)uronates from d-Galacturonic Acid Alice Voss, Navid Nemati, Hmayak Poghosyan, Hans-Ulrich Endress, Andreas Krause, and Christian Vogel Methyl(Ethyl 2,3,5-Tri-O-Benzoyl-1-Thio-alpha,beta-D-Galactofuranosid)uronate Ambar K. Choudhury, Dirk Michalik, Andreas Gottwald, and Nirmolendu Roy p-Tolyl 2,3,5-Tri-O-Benzoyl-1-Thio-alpha-D-Arabinofuranoside: A Useful Thioglycoside Building Block in the Synthesis of Oligoarabinofuranosides Maju Joe, Yu Bai, Lucia Gandolfi-Donadio, and Todd L. Lowary Ethylene Dithioacetals of Common Hexoses Rui C. Pinto, Marta M. Andrade, Cecile Ouairy, and Maria Teresa Barros Preparation of 2,6-Anhydro-Aldose Tosylhydrazones Marietta Toth, Laszlo Somsak, and David Goyard Preparation of Exo-Glycals from (C-Glycopyranosyl) formaldehyde Tosylhydrazone Marietta Toth, Sandor Kun, Laszlo Somsak, and David Goyard Synthesis of O-(6-Deoxy-alpha- and beta-l-Galactopyranosyl) Hydroxylamines (alpha- and beta-l-Fucopyranosylhydroxylamines) Isabelle Bossu, Barbara Richichi, Pascal Dumy, and Olivier Renaudet 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')  Mateusz Mach, A. Zawisza, B. Lewandowski, and S. Jarosz 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 B. Lewandowski, A. Listkowski, K. Petrova, and S. Jarosz Index
 Abstract:             Long gone are the days when synthetic publications included parallel preparative experiments to document reproducibility of the experimental protocols and when journals required such documentation. The new Proven Synthetic Methods Series addresses concerns to chemists regarding irreproducibility of synthetic protocols, lack of characterization data for new compounds, and inflated yields reported in many chemical communications--trends that have recently become a serious problem. Volume One of Carbohydrate Chemistry: Proven Synthetic Methods includes more detailed versions of protocols previous