Handbook of Chemical Glycosylation: Advances in Stereoselectivity and Therapeutic Relevance
Alexei V. Demchenko (Editor)
Preface.
List of Contributors.
1 General Aspects of the Glycosidic Bond Formation (Alexei V. Demchenko).
1.1 Introduction.
1.2 Major Types of O-Glycosidic Linkages.
1.3 Historical Development: Classes of Glycosyl Donors.
1.4 General Reaction Mechani.
1.5 Anomeric Effects.
1.6 Stereoselectivity of Glycosylation.
1.7 Special Cases of Glycosylation.
1.8 Glycosylation and Oligosaccharide Sequencing.
1.9 Conclusions and Outlook.
2 Glycoside Synthesis from Anomeric Halides.
2.1 Glycosyl Fluorides (Shin-ichiro Shoda).
2.2 Glycosyl Chlorides, Bromides and Iodides (Suvarn S. Kulkarni, Jacquelyn Gervay-Hague).
3 Glycoside Synthesis from 1-Oxygen Substituted Glycosyl Donors.
3.1 Hemiacetals and O-Acyl/Carbonyl Derivatives (Daniel A. Ryan, David Y. Gin).
3.2 Glycoside Synthesis from 1-Oxygen-Substituted Glycosyl Imidates (Xiangming Zhu, Richard R. Schmidt).
3.3 Anomeric Transglycosylation (Kwan-Soo Kim, Heung-Bae Jeon).
3.4 Phosphates, Phosphites and Other O–P Derivatives (Seiichi Nakamura, Hisanori Nambu, Shunichi Hashimoto).
4 Glycoside Synthesis from 1-Sulfur/Selenium-Substituted Derivatives.
4.1 Thioglycosides in Oligosaccharide Synthesis (Wei Zhong, Geert-Jan Boons).
4.2 Sulfoxides, Sulfimides and Sulfones (David Crich, Albert A. Bowers).
4.3 Xanthates, Thioimidates and Other Thio Derivatives (Wiesław Szeja, Grzegorz Grynkiewicz).
4.4 Selenoglycosides (Robert A. Field).
5 Other Methods for Glycoside Synthesis.
5.1 Orthoesters and Related Derivatives (Bert Fraser-Reid, J. Cristóbal López).
5.2 Other Methods for Glycoside Synthesis: Dehydro and Anhydro Derivatives (David W. Gammon, Bert F. Sels).
5.3 Miscellaneous Glycosyl Donors (Kazunobu Toshima).
5.4 The Twenty First Century View of Chemical O-Glycosylation (Thomas Ziegler).
Index.
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