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Synthesis of stereospecifically labeled carbohydrates II1: preparation of (3S)- and (3R)-[3-2H1]abequose

✍ Scribed by Theresa M. Weigel; Hung-wen Liu


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
240 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis


preparation of methyl 3,6-dideoxy-D-xylo-hexapyranoside (methyl abequoside) having deuterium stereospecifically labeled at the 3s (1) and 3R (2) position, respectively, via three different routes is described.

The 3.6~didwxyhexoses are found in the lipopolysaccharides of a number of gram-negative bacteria, where they have been shown to be the dominant immunological antigenic determinants.2 As a part of our


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Asymmetric synthesis of [C-1-3H]-labelle
✍ Gerald Pattenden; Richard Storer πŸ“‚ Article πŸ“… 1976 πŸ› John Wiley and Sons 🌐 French βš– 212 KB

## Abstract A facile asymmetric synthesis of [C‐1‐^3^H]‐labelled (+)‐trans[1R,3R]‐chrysanthemic acid, required for biosynthetic studies is described. The tritium labelled acid is prepared from the corresponding (βˆ’)‐cis[1S,3R]‐ester by selective epimerisation of the C‐1 centre in the latter, in the