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Glycoscience: Chemistry and Chemical Biology I–III pp 627–641Cite as

Anomeric Anhydro Sugars

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Abstract

Anomeric anhydro sugars are an important class of sugar derivatives in which the anomeric carbon participates in an acetal linkage with two of the hydroxy groups of the sugar [1], Such anhydro sugars are, therefore, essentially internal glycosides which may be formally derived from the cyclic parent sugar by the loss of a molecule of water. More importantly, this internal acetalization of the anomeric center serves to protect the position and allows for selective reactions to be performed on the remaining hydroxy groups. In addition, anomeric anhydro sugars are frequently restricted to a limited conformational space which further influences the reactivity of the remaining hydroxy groups. Many anhydro sugars are highly crystalline and this feature makes them easy compounds to work with and to purify.

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Authors and Affiliations

  1. The University of Western Australia, Nedlands, Western Australia, Australia, 6907

    Robert V. Stick & Spencer J. Williams

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  1. Robert V. Stick
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  2. Spencer J. Williams
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Editors and Affiliations

  1. Natural Products & Glycotechnology, Research Institute Inc., 4118 Swarthmore Road, Durham, NC, 27707, USA

    Bertram O. Fraser-Reid

  2. Graduate School of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku, Tokyo, 169, Japan

    Kuniaki Tatsuta

  3. Institute of Organic Chemistry, University Hamburg, Martin-Luther-King-Platz 6, D-20146, Hamburg, Germany

    Joachim Thiem

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© 2001 Springer-Verlag Berlin Heidelberg New York

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Stick, R.V., Williams, S.J. (2001). Anomeric Anhydro Sugars. In: Fraser-Reid, B.O., Tatsuta, K., Thiem, J. (eds) Glycoscience: Chemistry and Chemical Biology I–III. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-56874-9_19

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  • DOI: https://doi.org/10.1007/978-3-642-56874-9_19

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-67764-2

  • Online ISBN: 978-3-642-56874-9

  • eBook Packages: Springer Book Archive

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