First total synthesis of (+)-3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) from a non-carbohydrate source
β Scribed by Banwell, Martin; Savi, Chris De; Savi, Chris De; Watson, Keith
- Book ID
- 125853574
- Publisher
- Royal Society of Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 63 KB
- Volume
- 11
- Category
- Article
- ISSN
- 1359-7345
- DOI
- 10.1039/A801889H
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π SIMILAR VOLUMES
Treatment of a solution of 3-deoxy-o-glycero-D-galacto-non-2-ulosonic (ICDN) in 11 N aqueous hydrochloric acid with an excess of ethanethiol gave in 52% yield the diethyl dithioacetal of the corresponding l,Clactone, which was further characterized as its peracetate. With 1,3\_propanedithiol, only o
A Novel Glycosylation of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN) via in situ Pyranose-Furanose Rearrangement. -The title glycosylation is examined in more detail. A proposed mechanism for the ring contracted KND-derivative (V) is discussed. It is noteworthy that all yields are lower if
## Abstract The reaction of peracetylated __N__βacetylneuraminic acid methyl ester 1 with nitrosyl acetate affords a mixture of __anti__/__syn__β__N__βnitroso derivatives 2a and 2aβ², which can be transformed with sodium trifluoroethanolate into the 5βdiazo compound 3. The reaction of 3 with tetrabu