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Structure and Conformation of Carbohydrates Read chapter Read first chapter

2008 | OriginalPaper | Chapter

30. Stereoselective Synthesis of β-manno-Glycosides

Authors : Akihiro Ishiwata, Yukishige Ito

Published in: Glycoscience

Publisher: Springer Berlin Heidelberg

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Abstract

Among the various types of O‑glycosides with biological relevance, the β‑glycoside of d‑mannose (β‑manno-glycoside) has been considered as one of the most challenging targets from a synthetic point of view. The majority of synthetic approaches to β‑manno-glycoside can be put into two categories (the direct glycosylation and the glycosylation‐inversion approaches). Additionally, a variety of intriguing approaches have been investigated with substantial success (alkylative glycosylation of 1,2‑stannylene acetal, reductive manipulation of orthoester, intramolecular aglycon delivery, and enzymatic glycosylation). In this chapter, progress in the conceptually demanding β‑mannosylation technology will be discussed, including current state of the art, with particular focus upon applications related to the synthesis of glycoprotein‐related oligosaccharides.

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Metadata
Title
Stereoselective Synthesis of β-manno-Glycosides
Authors
Akihiro Ishiwata
Yukishige Ito
Copyright Year
2008
Publisher
Springer Berlin Heidelberg
Book
Glycoscience

Print ISBN: 978-3-540-36154-1

Electronic ISBN: 978-3-540-30429-6

Copyright Year: 2008

DOI
https://doi.org/10.1007/978-3-540-30429-6_30