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Preparation of the phosphonic acid analogue of 3-deoxy-D-manno-2-octulosonic acid (KDO)

✍ Scribed by Philippe Coutrot; Claude Grison; Marc Lecouvey

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
193 KB
Volume
37
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES

Synthesis of 3-deoxy-D-manno-2-octuloson
Synthesis of 3-deoxy-D-manno-2-octulosonic acid (KDO)
✍ Frick, Wendelin ;KrΓΌlle, Thomas ;Schmidt, Richard R. πŸ“‚ Article πŸ“… 1991 πŸ› John Wiley and Sons 🌐 English βš– 423 KB

## Abstract [(Benzyloxy)(benzyloxycarbonyl)methyl]triphenylphosphonium bromide (8), obtained from glyoxylic acid via a convenient one‐pot procedure, reacted in a Wittig reaction with 4‐__O__‐benzyl‐2,3:5,6‐di‐__O__‐isopropylidene‐D‐mannose (7), readily synthesized on a large scale from D‐mannose, t

A Silicon-Mediated Synthesis of 3-Deoxy-
A Silicon-Mediated Synthesis of 3-Deoxy-D-manno-octulosonic Acid (KDO)
✍ Nico BrΓ€uer; Andreas Kirschning; Ernst Schaumann πŸ“‚ Article πŸ“… 1998 πŸ› John Wiley and Sons 🌐 English βš– 115 KB πŸ‘ 2 views

KDO (1) is synthesized in five steps, starting from 1,2-to the carbonate 9. Silicon-induced lactonization affords the lactone 10, which can be converted into NH 4 -KDO by anhydro-3,4:5,6-di-O-isopropylidene-D-mannitol ( 6). The epoxide 6, obtained from D-mannitol (2), reacts with lithiated standard