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N,N-Diacetylsialyl chloride—a novel readily accessible sialyl donor in reactions with neutral and charged nucleophiles in the absence of a promoter Научная публикация

Журнал Carbohydrate Research
ISSN: 1873-426X , E-ISSN: 0008-6215
Вых. Данные Год: 2010, Том: 345, Номер: 6, Страницы: 721-730 Страниц : 10 DOI: 10.1016/j.carres.2010.01.005
Авторы Orlova Anna V. 1 , Shpirt Anna M. 1 , Kulikova Nadezhda Y. 1 , Kononov Leonid O. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky Prosp., 47, 119991 Moscow, Russian Federation

Реферат: 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.
Библиографическая ссылка: Orlova A.V. , Shpirt A.M. , Kulikova N.Y. , Kononov L.O.
N,N-Diacetylsialyl chloride—a novel readily accessible sialyl donor in reactions with neutral and charged nucleophiles in the absence of a promoter
Carbohydrate Research. 2010. V.345. N6. P.721-730. DOI: 10.1016/j.carres.2010.01.005 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000277112800001
Scopus: 2-s2.0-77949566811
OpenAlex: W1996392997
Цитирование в БД:
БД Цитирований
OpenAlex 25
Scopus 26
Web of science 20
Альметрики: