Synthesis of N-protected Galactosamine Building Blocks from D-Tagatose via the Heyns Rearrangement

Tanja M. Wrodnigg; Inge Lundt; Arnold E. Stütz

Synthesis of N-protected Galactosamine Building Blocks from D-Tagatose via the Heyns Rearrangement

Tanja M. Wrodnigg, Inge Lundt, Arnold E. Stütz

Department of Chemistry

Graz University of Technology

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

N-Acetyl-D-galactosamine (11), a very important naturally occurring building block of oligosaccharides, is easily accessible via the Heyns rearrangement of D-tagatose (3) with benzylamine. The short and efficient synthesis of various differently N-protected D-galactosamine derivatives is reported.

Original language	English
Journal	Journal of Carbohydrate Chemistry
Volume	25
Pages (from-to)	33-41
ISSN	0732-8303
Publication status	Published - 2006

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title = "Synthesis of N-protected Galactosamine Building Blocks from D-Tagatose via the Heyns Rearrangement",

abstract = "N-Acetyl-D-galactosamine (11), a very important naturally occurring building block of oligosaccharides, is easily accessible via the Heyns rearrangement of D-tagatose (3) with benzylamine. The short and efficient synthesis of various differently N-protected D-galactosamine derivatives is reported.",

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T1 - Synthesis of N-protected Galactosamine Building Blocks from D-Tagatose via the Heyns Rearrangement

AU - Wrodnigg, Tanja M.

AU - Lundt, Inge

AU - Stütz, Arnold E.

PY - 2006

Y1 - 2006

N2 - N-Acetyl-D-galactosamine (11), a very important naturally occurring building block of oligosaccharides, is easily accessible via the Heyns rearrangement of D-tagatose (3) with benzylamine. The short and efficient synthesis of various differently N-protected D-galactosamine derivatives is reported.

AB - N-Acetyl-D-galactosamine (11), a very important naturally occurring building block of oligosaccharides, is easily accessible via the Heyns rearrangement of D-tagatose (3) with benzylamine. The short and efficient synthesis of various differently N-protected D-galactosamine derivatives is reported.

M3 - Journal article

SN - 0732-8303

VL - 25

SP - 33

EP - 41

JO - Journal of Carbohydrate Chemistry

JF - Journal of Carbohydrate Chemistry

ER -

Synthesis of N-protected Galactosamine Building Blocks from D-Tagatose via the Heyns Rearrangement

Abstract

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