Formation of orthoester-linked d-arabinofuranose oligosaccharides and their isomerization into the corresponding glycosides

Formation of orthoester-linked d-arabinofuranose oligosaccharides and their isomerization into the corresponding glycosides Научная публикация

Журнал

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Вых. Данные

Год: 2011, Том: 52, Номер: 15, Страницы: 1794-1796 Страниц : 3 DOI: 10.1016/j.tetlet.2011.02.019

Авторы

Abronina Polina I. ¹ , Sedinkin Sergey L. ¹ , Podvalnyy Nikita M. ¹ , Fedina Ksenia G. ^1,2 , Zinin Alexander I. ¹ , Torgov Vladimir I. ¹ , Kononov Leonid O. ¹

Организации

1	N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky Prosp., 47, Moscow 119991, Russian Federation
2	The Higher Chemical College of the Russian Academy of Sciences, Miyuskaya pl. 9, Moscow 125047, Russian Federation

Orthoester-linked d-arabinofuranose oligosaccharides were isolated in high yield for the first time via glycosylations with 2-O-chloroacetyl-substituded d-arabinofuranose thioglycosides promoted by NIS–AgOTf in the presence of 4 Å molecular sieves in CH2Cl2. These orthoesters can be rearranged into the isomeric glycosidically-linked oligosaccharides by treatment with TMSOTf in CH2Cl2, or in situ by extension of the reaction time.

Abronina P.I. , Sedinkin S.L. , Podvalnyy N.M. , Fedina K.G. , Zinin A.I. , Torgov V.I. , Kononov L.O.
Formation of orthoester-linked d-arabinofuranose oligosaccharides and their isomerization into the corresponding glycosides
Tetrahedron Letters. 2011. V.52. N15. P.1794-1796. DOI: 10.1016/j.tetlet.2011.02.019 WOS Scopus OpenAlex

Web of science:	WOS:000288891000016
Scopus:	2-s2.0-79952534999
OpenAlex:	W1976937946

БД	Цитирований
OpenAlex	15
Scopus	14
Web of science	13