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ChemInform Abstract: Diastereocontrolled Synthesis of Carbon Glycosides of N- Acetylneuraminic Acid via Glycosyl Samarium(III) Intermediates.

✍ Scribed by I. R. VLAHOV; P. I. VLAHOVA; R. J. LINHARDT

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Diastereocontrolled Synthesis of Carbon Glycosides of N-Acetylneuraminic Acid via Glycosyl Samarium(III) Intermediates.

-Treatment of the sulfone derivatives of N-acetylneuraminic acid such as (I) and (III) with SmI2 generates in situ neuraminyl-Sm(III) species due to the reducing potential of SmI2. The coupling of these species with carbonyl compounds can be used for the diastereocontrolled preparation of Ξ±-C-glycosides of Nacetylneuraminic acid such as (V) and (VII). -(VLAHOV, I. R.; VLAHOVA,

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