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http://earchive.tpu.ru/handle/11683/64909| Title: | A Novel Glycosyl Donor with a Triisopropylsilyl Nonparticipating Group in Benzyl-Free Stereoselective 1,2-cis-Galactosylation |
| Authors: | Abronina, Polina Igorevna Zinin, Aleksandr Ivanovich Malysheva, Nelli Nikolaevna Stepanova, Elena Vladimirovna Chizhov, Aleksandr Olegovich Torgov, Vladimir Igorevich Kononov, Leonid Olegovich |
| Keywords: | стереоселективный синтез; конформация; защитные группы; гликозилирование; стереоселективность; фенилгликозиды; glycosylation; stereoselectivity; stereoselective synthesis; conformation; protecting groups; triisopropylsilyl group; 4-(3-chloropropoxy)phenyl glycosides |
| Issue Date: | 2017 |
| Publisher: | Georg Thieme Verlag |
| Citation: | A Novel Glycosyl Donor with a Triisopropylsilyl Nonparticipating Group in Benzyl-Free Stereoselective 1,2-cis-Galactosylation / P. I. Abronina [et al.] // Synlett. — 2017. — Vol. 28, iss. 13. — [P. 1608-1613]. |
| Abstract: | A novel glycosyl donor with a triisopropylsilyl (TIPS) nonparticipating group at O-2 is introduced for use in 1,2-cis-galactosylation. Coupling the 2-O-TIPS-substituted thiogalactoside donor with a series of mono- and disaccharide glycosyl acceptors was found to lead exclusively to a-linked oligosaccharides. The observed exceptionally high a-selectivity was interpreted in terms of conformational changes in the glycosyl cation induced by the bulky 2-O-TIPS group. |
| URI: | http://earchive.tpu.ru/handle/11683/64909 |
| Appears in Collections: | Репринты научных публикаций |
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|---|---|---|---|---|
| reprint-nw-22798.pdf | 218,04 kB | Adobe PDF | View/Open |
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