Regio- and Stereoselective Synthesis of β- d -Gluco-, α- l -Ido-, and α- l -Altropyranosiduronic Acids from Δ 4 -Uronates
✍ Scribed by Bazin, Hélène G.; Wolff, Michael W.; Linhardt, Robert J.
- Book ID
- 127105135
- Publisher
- American Chemical Society
- Year
- 1999
- Tongue
- English
- Weight
- 120 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0022-3263
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Synthesis of L-ido-and D-glucopyranosiduronic acids was performed starting from protected A4-uronic acids 3a-f, Bromination of the C-4,5 double bond provided the trans-diaxial bromohydrin derivatives 6a-d, which were converted to the corresponding epoxides 7a-d in high yields. Direct reduction of th
The title compounds, required for the identification of structural features of the Bordetella pertussis endotoxin, have been synthesised by condensation of benzyl 3-O-benzyl-2-deoxy-beta-L-erythro-pentopyranoside with 2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl bromide and with 4,6-di-O-acetyl-2,
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