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Degradations and Rearrangement Reactions

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Glycoscience

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Abstract

This section deals with recent reports concerning degradation and rearrangement reactions of free sugars as well as some glycosides. The transformations are classified in chemical and enzymatic ways. In addition, the Maillard reaction will be discussed as an example of degradation and rearrangement transformation and its application in current research in the fields of chemistry and biology.

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Abbreviations

AGEs:

advanced glycation end products

DAST:

diethylaminosulfur trifluoride

DMDO:

dimethyldioxirane

DMF:

dimethylformamide

EFC:

ethanol‐from‐cellulose

HFIP:

1,1,1,3,3,3‑hexafluoro‐2‑propanol

HMF:

5‑(hydroxymethyl)‐2‑furaldehyde, 5‑hydroxymethylfuraldehyde

IDCP:

iodonium dicollidine perchlorate

LTMP:

lithium 2,2,6,6‑tetramethylpiperidide

m‑CPBA:

3‑chloroperoxybenzoic acid, meta‐chloroperoxybenzoic acid

PTC:

phase transfer catalysis

TASF:

tris(dimethylamino)sulfonium difluorotrimethylsilicate

TMSCN:

trimethylsilyl cyanide

TMSOTf:

trimethylsilyl triflate

TMU:

N,N‑tetramethylurea

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Authors and Affiliations

  1. Department of Chemistry, East China Normal University, 200062, Shanghai, China

    Jianbo Zhang

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  1. Jianbo Zhang
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Editors and Affiliations

  1. Natural Products and Glycotechnology Research Institute Inc., North Caroline State University, 4118 Swarthmore Road, Durham, NC, 27707, USA

    Bertram O. Fraser-Reid Prof. Dr.

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

    Kuniaki Tatsuta Prof. Dr.

  3. Faculty of ScienceDepartment of Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, 20146, Hamburg, Germany

    Joachim Thiem Prof. Dr.

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Zhang, J. (2008). Degradations and Rearrangement Reactions. In: Fraser-Reid, B.O., Tatsuta, K., Thiem, J. (eds) Glycoscience. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-540-30429-6_9

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