Sciact
  • EN
  • RU

Mild and General Protocol for Selective Deacetylation of Acetyl/Benzoyl-Protected Carbohydrates Научная публикация

Журнал Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263
Вых. Данные Год: 2024, Том: 89, Номер: 14, Страницы: 10021-10026 Страниц : 6 DOI: 10.1021/acs.joc.4c00900
Авторы Abramov Alexander A. 1 , Zinin Alexander I. 2 , Kolotyrkina Natalya G. 2 , Kononov Leonid O. 2 , Shatskiy Andrey 3 , Kärkäs Markus D. 3 , Stepanova Elena V. 3,1
Организации
1 Tomsk Polytechnic University, Lenin Avenue 30, 634050 Tomsk, Russia
2 Laboratory of Glycochemistry, N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp. 47, 119991 Moscow, Russia
3 Department of Chemistry, KTH Royal Institute of Technology, SE-100 44 Stockholm, Sweden

Реферат: Herein, we report a mild and general protocol for chemoselective deacetylation of mixed acetyl- and benzoyl-protected carbohydrates under mild acidic conditions. The protocol allows quick access to partially protected carbohydrates, which serve as versatile synthetic intermediates during the total synthesis of various mono- and oligosaccharide targets. The applicability of the developed protocol was successfully demonstrated on a range of carbohydrate substrates of various configurations and substitution patterns featuring functionalized aliphatic and aromatic aglycones. The protocol has shown excellent compatibility with the widely used O-anomeric protecting groups, prespacer aglycones, and thioglycoside glycosyl donors.
Библиографическая ссылка: Abramov A.A. , Zinin A.I. , Kolotyrkina N.G. , Kononov L.O. , Shatskiy A. , Kärkäs M.D. , Stepanova E.V.
Mild and General Protocol for Selective Deacetylation of Acetyl/Benzoyl-Protected Carbohydrates
Journal of Organic Chemistry. 2024. V.89. N14. P.10021-10026. DOI: 10.1021/acs.joc.4c00900 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:001263159200001
Scopus: 2-s2.0-85197638235
OpenAlex: W4400224430
Цитирование в БД:
БД Цитирований
OpenAlex 3
Scopus 2
Web of science 2
Альметрики: