Stereoselective Syntheses of Retro‐Isomers of N‐Glucoasparagine

Oliver Frey; Matthias Hoffmann; Horst Kessler

doi:10.1002/anie.199520261

Stereoselective Syntheses of Retro‐Isomers of N‐Glucoasparagine

Oliver Frey, Matthias Hoffmann, Horst Kessler

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Technical University of Munich

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46 Scopus citations

Abstract

A new type of linkage between the anomeric center of a pyranose and an amino acid is represented by the C‐glycosidic amide bond (shown on the right). It was formed by coupling heptonic acids with a β‐aminoalanine derivative. Both the α and the β anomers were prepared selectively. (Figure Presented.)

Original language	English
Pages (from-to)	2026-2028
Number of pages	3
Journal	Angewandte Chemie International Edition in English
Volume	34
Issue number	18
DOIs	https://doi.org/10.1002/anie.199520261
State	Published - 2 Oct 1995

Keywords

C‐glycosides
glycosylated amino acids
heptonamides

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10.1002/anie.199520261

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abstract = "A new type of linkage between the anomeric center of a pyranose and an amino acid is represented by the C‐glycosidic amide bond (shown on the right). It was formed by coupling heptonic acids with a β‐aminoalanine derivative. Both the α and the β anomers were prepared selectively. (Figure Presented.)",

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AU - Hoffmann, Matthias

AU - Kessler, Horst

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AB - A new type of linkage between the anomeric center of a pyranose and an amino acid is represented by the C‐glycosidic amide bond (shown on the right). It was formed by coupling heptonic acids with a β‐aminoalanine derivative. Both the α and the β anomers were prepared selectively. (Figure Presented.)

KW - C‐glycosides

KW - glycosylated amino acids

KW - heptonamides

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Stereoselective Syntheses of Retro‐Isomers of N‐Glucoasparagine

Abstract

Keywords

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