Carbohydrate Chemistry : Proven Synthetic Methods, Volume 4 book cover
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Carbohydrate Chemistry
Proven Synthetic Methods, Volume 4





ISBN 9781498726917
Published September 19, 2017 by CRC Press
409 Pages 287 B/W Illustrations

 
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Book Description

Volumes in the Proven Synthetic Methods Series address the concerns many chemists have regarding irreproducibility of synthetic protocols, lack of identification and characterization data for new compounds, and inflated yields reported in chemical communications—trends that have recently become a serious problem.

Featuring contributions from world-renowned experts and overseen by a highly respected series editor, Carbohydrate Chemistry: Proven Synthetic Methods, Volume 4 compiles reliable synthetic methods and protocols for the preparation of intermediates for carbohydrate synthesis or other uses in the glycosciences.

Exploring carbohydrate chemistry from both the academic and industrial points of view, this unique resource brings together useful information into one convenient reference. The series is unique among other synthetic literature in the carbohydrate field in that, to ensure reproducibility, an independent checker has verified the experimental parts involved by repeating the protocols or using the methods.

The book includes new or more detailed versions of previously published protocols as well as those published in not readily available journals. The essential characteristics of the protocols presented are reliability, updated characterization data for newly synthesized substances and the expectation of wide utility in the carbohydrate field. The protocols presented will be of wide use to a broad range of readers in the carbohydrate field and the life sciences, including undergraduates taking carbohydrate workshops.

Table of Contents

Foreword



Introduction



Editors



Series Editor



Contributors





Section I Synthetic Methods





Chapter 1 Picoloyl-Protecting Group in Oligosaccharide Synthesis: Installation, H-Bond-Mediated Aglycone Delivery (HAD), and Selective Removal



Michael P. Mannino, Jagodige P. Yasomanee, Alexei V. Demchenko, and Venukumar Patteti





Chapter 2 Monomethoxytrityl (MMTr) as an Efficient S-Protecting Group in the Manipulation of Glycosyl Thiols



Raymond Smith, Xiangming Zhu, and Elena Calatrava-Pérez





Chapter 3 One-Step Inversion of Configuration of a Hydroxy Group in Carbohydrates



Shino Manabe and Markus Blaukopf





Chapter 4 Formation and Cleavage of Benzylidene Acetals Catalyzed by NaHSO4∙SiO2



Lifeng Sun, Xin-Shan Ye, and Xingdi Wang





Chapter 5 Thiodisaccharides by Photoinduced Hydrothiolation of 2-Acetoxy Glycals



Dániel Eszenyi, László Lázár, Anikó Borbás, and



Ruairi O. McCourt





Chapter 6 One-Step Preparation of Protected N-tert-Butanesulfinyl d-ribo and d-xylo Furanosylamines from Related Sugar Hemiacetals



Chloé Cocaud, Cyril Nicolas, Olivier R. Martin, and Jérôme Désiré





Chapter 7 An Alternative Preparation of Azides from Amines via Diazotransfer with Triflyl Azide



Yuqian Ye, Xin-Shan Ye, and Xingdi Wang





Chapter 8 Simple Preparation of Dimethyldioxirane and Its Use as an Epoxidation Agent for the Transformation of Glycals to Glycosyl Phosphates



Katharina Kettelhoit, Daniel B. Werz, Aniruddha Sasmal, Xinyu Liu, and Philipp Gritsch





Chapter 9 Preparation of Glycosyl Bromides of α-d-Gluco-hept-2-ulopyranosonic Acid Derivatives



Veronika Nagy, Katalin Czifrák, László Juhász, László Somsák, and Olena Apelt





Chapter 10 Preparation of 2,6-Anhydro-hept-2-enonic Acid Derivatives and Their 3-Deoxy Count

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Editor(s)

Biography

Christian Vogel earned a PhD in organic chemistry–heterocyclic chemistry under the supervision of Professor Klaus Peseke at the University of Rostock in 1980. Since 1992, he has served as a professor in the Department of Organic Chemistry, University of Rostock.
In addition to fucose chemistry, Dr. Vogel’s main interests are pectin fragment synthesis using the modular design principle, the synthesis of rare sugars for structural investigations, and C-nucleosides.



 Paul V. Murphy was appointed to the position of Established Professor of Chemistry at National University of Ireland Galway (NUI Galway) in 2008. He is from the West of Ireland (Turloughmore, Co. Galway).
His group is engaged in the design and synthesis of bioactive compounds, with a focus on carbohydrates, maintaining a long tradition in carbohydrate research in Galway’s School of Chemistry.