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Indium mediated allylation in carbohydrate chemistry: A convenient synthesis of 3-deoxy-D-arabino-2-heptulosonic acid (DAH) and 3-deoxy-D-arabino-2-heptulose (kamusol)

✍ Scribed by R. H. Prenner; W. Schmid


Publisher
Springer Vienna
Year
1996
Tongue
English
Weight
405 KB
Volume
127
Category
Article
ISSN
0026-9247

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Alkylidenecarbene insertion at anomeric
✍ 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-