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Chemistry of 5-ylidene-1,3-dioxolan-4-ones. Syntheses of3-deoxy-D-arabino-2-heptulosonic acid (DAH) and3-deoxy-D-manno-2-octulosonic acid (KDO)

✍ Scribed by R. Ramage; G.W. Rose; A.M. MacLeod

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

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πŸ“œ SIMILAR VOLUMES

Alkylidenecarbene insertion at anomeric
Alkylidenecarbene insertion at anomeric Cξ—ΈH bonds. Synthesis of 3-deoxy-d-arabino-2-heptulosonic acid (DAH) and 3-deoxy-d-manno-2-octulosonic acid (KDO)
✍ Duncan J Wardrop; Wenming Zhang πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 96 KB

A novel method for the homologation of glycals to the corresponding 3-deoxy-2-ulosonic acids, based on the [1,5]-C H bond insertion of alkylidenecarbenes, is presented. The application of this approach is illustrated through the synthesis of 3-deoxy-D-arabino-2-heptulosonic acid (DAH) and 3-deoxy-D-

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