A Novel Glycosyl Donor with a Triisopropylsilyl Nonparticipating Group in Benzyl-Free Stereoselective 1,2-cis-Galactosylation; Synlett; Vol. 28, iss. 13

Bibliographic Details
Parent link:Synlett
Vol. 28, iss. 13.— 2017.— [P. 1608-1613]
Corporate Author: Национальный исследовательский Томский политехнический университет (ТПУ) Институт физики высоких технологий (ИФВТ) Кафедра биотехнологии и органической химии (БИОХ)
Other Authors: Abronina P. I. Polina Igorevna, Zinin A. I. Aleksandr Ivanovich, Malysheva N. N. Nelli Nikolaevna, Stepanova E. V. Elena Vladimirovna, Chizhov A. O. Aleksandr Olegovich, Torgov V. I. Vladimir Igorevich, Kononov L. O. Leonid Olegovich
Summary:Title screen
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.
Language:English
Published: 2017
Subjects:
Online Access:http://earchive.tpu.ru/handle/11683/64909
https://doi.org/10.1055/s-0036-1589028
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=656357

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200 1 |a A Novel Glycosyl Donor with a Triisopropylsilyl Nonparticipating Group in Benzyl-Free Stereoselective 1,2-cis-Galactosylation  |f P. I. Abronina [et al.] 
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330 |a 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. 
461 |t Synlett 
463 |t Vol. 28, iss. 13  |v [P. 1608-1613]  |d 2017 
610 1 |a электронный ресурс 
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610 1 |a glycosylation 
610 1 |a stereoselectivity 
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610 1 |a conformation 
610 1 |a protecting groups 
610 1 |a triisopropylsilyl group 
610 1 |a 4-(3-chloropropoxy)phenyl glycosides 
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