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A novel approach to functionalization of allyl aglycon. Effective synthesis of selectively protected 2-aminoethyl lactoside, a common building block for the synthesis of carbohydrate chains of glycolipids Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Вых. Данные Год: 2000, Том: 49, Номер: 7, Страницы: 1305-1309 Страниц : 5 DOI: 10.1007/bf02495780
Авторы Kononov L.O. 1 , Cheshev P.E. 1 , Nifant'ev N.E. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Moscow

Реферат: A novel approach to the functionalization of aglycon in allyl glycosides is described. The method comprises ozonolysis of the double bond in the allyl group, leading to the corresponding aldehyde, and subsequent transformation of the latter into the corresponding oxime, which is finally reduced to give the amine. The efficiency of this synthetic sequence (yield ∼90%) is exemplified by the transformation of two allyl lactoside derivatives into selectively protected 2-aminoethyl lactosides. The latter are convenient common building blocks for the synthesis of carbohydrate chains of glycolipids that have a lactose unit at the reducing end.
Библиографическая ссылка: Kononov L.O. , Cheshev P.E. , Nifant'ev N.E.
A novel approach to functionalization of allyl aglycon. Effective synthesis of selectively protected 2-aminoethyl lactoside, a common building block for the synthesis of carbohydrate chains of glycolipids
Russian Chemical Bulletin. 2000. V.49. N7. P.1305-1309. DOI: 10.1007/bf02495780 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000089679100026
Scopus: 2-s2.0-0034336776
OpenAlex: W2951015260
Цитирование в БД:
БД Цитирований
OpenAlex 9
Scopus 9
Web of science 9
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