A Novel Glycosyl Donor with a Triisopropylsilyl Nonparticipating Group in Benzyl-Free Stereoselective 1,2-cis-Galactosylation; Synlett; Vol. 28, iss. 13
| Parent link: | Synlett Vol. 28, iss. 13.— 2017.— [P. 1608-1613] |
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| Corporate Author: | |
| Other Authors: | , , , , , , |
| 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
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| 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.] | |
| 203 | |a Text |c electronic | ||
| 300 | |a Title screen | ||
| 320 | |a [References: p. 1611-1613 (49 tit.)] | ||
| 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 | |
| 610 | 1 | |a труды учёных ТПУ | |
| 610 | 1 | |a glycosylation | |
| 610 | 1 | |a stereoselectivity | |
| 610 | 1 | |a stereoselective synthesis | |
| 610 | 1 | |a conformation | |
| 610 | 1 | |a protecting groups | |
| 610 | 1 | |a triisopropylsilyl group | |
| 610 | 1 | |a 4-(3-chloropropoxy)phenyl glycosides | |
| 610 | 1 | |a стереоселективный синтез | |
| 610 | 1 | |a конформация | |
| 610 | 1 | |a защитные группы | |
| 610 | 1 | |a гликозилирование | |
| 610 | 1 | |a стереоселективность | |
| 610 | 1 | |a фенилгликозиды | |
| 701 | 1 | |a Abronina |b P. I. |g Polina Igorevna | |
| 701 | 1 | |a Zinin |b A. I. |g Aleksandr Ivanovich | |
| 701 | 1 | |a Malysheva |b N. N. |g Nelli Nikolaevna | |
| 701 | 1 | |a Stepanova |b E. V. |c chemist |c engineer of Tomsk Polytechnic University |f 1978- |g Elena Vladimirovna |3 (RuTPU)RU\TPU\pers\34245 | |
| 701 | 1 | |a Chizhov |b A. O. |g Aleksandr Olegovich | |
| 701 | 1 | |a Torgov |b V. I. |g Vladimir Igorevich | |
| 701 | 1 | |a Kononov |b L. O. |g Leonid Olegovich | |
| 712 | 0 | 2 | |a Национальный исследовательский Томский политехнический университет (ТПУ) |b Институт физики высоких технологий (ИФВТ) |b Кафедра биотехнологии и органической химии (БИОХ) |3 (RuTPU)RU\TPU\col\18693 |
| 801 | 2 | |a RU |b 63413507 |c 20210326 |g RCR | |
| 856 | 4 | |u http://earchive.tpu.ru/handle/11683/64909 | |
| 856 | 4 | |u https://doi.org/10.1055/s-0036-1589028 | |
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