Main 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.

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-Perez

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

Daniel Eszenyi, Laszlo Lazar, Aniko Borbas, and

Ruairi O. McCourt

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

Chloe Cocaud, Cyril Nicolas, Olivier R. Martin, and Jerome Desire

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 -d-Gluco-hept-2-ulopyranosonic Acid Derivatives

Veronika Nagy, Katalin Czifrak, Laszlo Juhasz, Laszlo Somsak, and Olena Apelt

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