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Journal of Carbohydrate Chemistry Volume 25, 2006 - Issue 4
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Original Articles

Large‐scale Synthesis of Per‐O‐acetylated Saccharides and Their Sequential Transformation to Glycosyl Bromides and Thioglycosides

Li‐Cheng Huang Institute of Chemistry and Genomic Research Center, Academia Sinica, Nankang, Taipei, Taiwan; Department of Chemistry and Institute of Applied Chemistry, Chinese Culture University, Taipei, Taiwan
,
Pi‐Hui Liang Institute of Chemistry and Genomic Research Center, Academia Sinica, Nankang, Taipei, Taiwan
,
Ching‐Yang Liu Department of Chemistry and Institute of Applied Chemistry, Chinese Culture University, Taipei, Taiwan
&
Chun‐Cheng Lin Institute of Chemistry and Genomic Research Center, Academia Sinica, Nankang, Taipei, Taiwan; Department of Chemistry, National Tsing Hua University, Hsinchu, TaiwanCorrespondence[email protected]
Pages 303-313 | Received 06 Dec 2005, Accepted 12 Apr 2006, Published online: 23 Aug 2006

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Zhonggao Zhou, Jing Li, Yue Wu, Yangyang Yuan, Lingfang Kong, Jun Xue & Zhiqiang Huang. (2020) Glucopyranoside-substituted imidazolium-based chiral ionic liquids for Pd-catalyzed homo-coupling of arylboronic acids in water. Journal of Carbohydrate Chemistry 39:5-6, pages 288-299.
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Shiqiang Yan, Ning Ding, Wei Zhang, Peng Wang, Yingxia Li & Ming Li. (2012) A Facile and Efficient Method for the One-Pot Synthesis of Per-O-acetylated Thioglycosides from Unprotected Sugars. Journal of Carbohydrate Chemistry 31:7, pages 571-583.
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Shiue-Shien Weng, Chia-Ling Li, Chun-Sheng Liao, Ting-An Chen, Chao-Cheih Huang & Kuo-Tung Hung. (2010) Facile Preparation of α-Glycosyl Iodides by In Situ Generated Aluminum Iodide: Straightforward Synthesis of Thio-, Seleno-, and O-glycosides from Unprotected Reducing Sugars. Journal of Carbohydrate Chemistry 29:8-9, pages 429-440.
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Somnath Dasgupta , Vishal Kumar Rajput , Bimalendu Roy & Balaram Mukhopadhyay. (2007) Lanthanum Trifluoromethane-sulfonate‐Catalyzed Facile Synthesis of Per‐O‐acetylated Sugars and Their One‐Pot Conversion to S‐Aryl and O‐Alkyl/Aryl Glycosides† . Journal of Carbohydrate Chemistry 26:2, pages 91-106.
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Articles from other publishers (16)

Yashapal Singh, Scott A. Geringer & Alexei V. Demchenko. (2022) Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century. Chemical Reviews 122:13, pages 11701-11758.
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Anshupriya Si, Thilina D. Jayasinghe, Radhika Thanvi, Sunayana Kapil, Donald R. Ronning & Steven J. Sucheck. (2021) Stereoselective synthesis of a 4-⍺-glucoside of valienamine and its X-ray structure in complex with Streptomyces coelicolor GlgE1-V279S. Scientific Reports 11:1.
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Alwin M. Hartman, Varsha R. Jumde, Walid A. M. Elgaher, Evelien M. Te Poele, Lubbert Dijkhuizen & Anna K. H. Hirsch. (2020) Potential Dental Biofilm Inhibitors: Dynamic Combinatorial Chemistry Affords Sugar‐Based Molecules that Target Bacterial Glucosyltransferase. ChemMedChem 16:1, pages 113-123.
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Yashapal Singh & Alexei V. Demchenko. (2019) Defining the Scope of the Acid‐Catalyzed Glycosidation of Glycosyl Bromides. Chemistry – A European Journal 26:5, pages 1042-1051.
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Samira Escopy, Yashapal Singh & Alexei V. Demchenko. (2019) Triflic acid-mediated synthesis of thioglycosides. Organic & Biomolecular Chemistry 17:36, pages 8379-8383.
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Santosh Kumar Giri, Rajesh Gour & K. P. Ravindranathan Kartha. (2017) Diazepinium perchlorate: a neutral catalyst for mild, solvent-free acetylation of carbohydrates and other substances. RSC Advances 7:22, pages 13653-13667.
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Ting-Wei Lin, Avijit K. Adak, Hong-Jyune Lin, Anindya Das, Wei-Chen Hsiao, Ting-Chun Kuan & Chun-Cheng Lin. (2016) Tetranuclear zinc cluster: a dual purpose catalyst for per-O-acetylation and de-O-acetylation of carbohydrates. RSC Advances 6:63, pages 58749-58754.
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Medel Manuel L. Zulueta, Donala Janreddy & Shang‐Cheng Hung. (2015) One‐Pot Methods for the Protection and Assembly of Sugars. Israel Journal of Chemistry 55:3-4, pages 347-359.
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Pavla Simerska, Michelle P. Christie, Daryn Goodwin, Freda E.-C. Jen, Michael P. Jennings & Istvan Toth. (2013) ?-1,4-Galactosyltransferase-catalyzed glycosylation of sugar and lipid modified Leu-enkephalins. Journal of Molecular Catalysis B: Enzymatic 97, pages 196-202.
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Teppei Shibata, Satoru Ito, Matsumi Doe, Rika Tanaka, Hideki Hashimoto, Isamu Kinoshita, Shigenobu Yano & Takanori Nishioka. (2011) Dynamic behaviour attributed to chiral carbohydrate substituents of N-heterocyclic carbene ligands in square planar nickel complexes. Dalton Transactions 40:25, pages 6778.
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Premanand Ramrao Patil & K. P. Ravindranathan Kartha. (2009) Solvent-free synthesis of thioglycosides by ball milling. Green Chemistry 11:7, pages 953.
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Chin-Sheng Chao, Min-Chun Chen, Shih-Che Lin & Kwok-Kong T. Mong. (2008) Versatile acetylation of carbohydrate substrates with bench-top sulfonic acids and application to one-pot syntheses of peracetylated thioglycosides. Carbohydrate Research 343:5, pages 957-964.
Crossref
Daniel A. Ryan, David Y. Gin, Xiangming Zhu & Richard R. Schmidt. 2008. Handbook of Chemical Glycosylation. Handbook of Chemical Glycosylation 95 185 .
Shin‐Ichiro Shoda, Suvarn S. Kulkarni & Jacquelyn Gervay‐Hague. 2008. Handbook of Chemical Glycosylation. Handbook of Chemical Glycosylation 29 93 .
Stefan Oscarson. 2008. Glycoscience. Glycoscience 661 697 .
Chang‐Ching Lin, Li‐Cheng Huang, Pi‐Hui Liang & Ching‐Yang Liu. (2007) Large‐Scale Synthesis of Per‐O‐acetylated Saccharides and Their Sequential Transformation to Glycosyl Bromides and Thioglycosides.. ChemInform 38:4.
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