Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1388531 | Carbohydrate Research | 2010 | 10 Pages |
Abstract
N,N-Diacetylneuraminic acid glycosyl chloride was prepared for the first time and made to react with various nucleophiles to give the corresponding α-glycosyl phosphate, β-glycosyl dibenzyl phosphate, α-glycosyl azide, α-phenyl thioglycoside and α-glycosyl xanthate in 65–82% yields and high stereoselectivity while its reactions with simple alcohols were not stereoselective. The new sialyl donor made possible the first stereoselective synthesis of sialic acid glycosyl phosphate with α-configuration and highly efficient synthesis of β-configured sialic acid glycosyl dibenzyl phosphate.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Anna V. Orlova, Anna M. Shpirt, Nadezhda Y. Kulikova, Leonid O. Kononov,