000 02793nlm1a2200553 4500
001 656357
005 20231030041424.0
035 _a(RuTPU)RU\TPU\network\22798
090 _a656357
100 _a20171109a2017 k y0engy50 ba
101 0 _aeng
102 _aDE
135 _adrcn ---uucaa
181 0 _ai
182 0 _ab
200 1 _aA Novel Glycosyl Donor with a Triisopropylsilyl Nonparticipating Group in Benzyl-Free Stereoselective 1,2-cis-Galactosylation
_fP. I. Abronina [et al.]
203 _aText
_celectronic
300 _aTitle screen
320 _a[References: p. 1611-1613 (49 tit.)]
330 _aA 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 _tSynlett
463 _tVol. 28, iss. 13
_v[P. 1608-1613]
_d2017
610 1 _aэлектронный ресурс
610 1 _aтруды учёных ТПУ
610 1 _aglycosylation
610 1 _astereoselectivity
610 1 _astereoselective synthesis
610 1 _aconformation
610 1 _aprotecting groups
610 1 _atriisopropylsilyl group
610 1 _a4-(3-chloropropoxy)phenyl glycosides
610 1 _aстереоселективный синтез
610 1 _aконформация
610 1 _aзащитные группы
610 1 _aгликозилирование
610 1 _aстереоселективность
610 1 _aфенилгликозиды
701 1 _aAbronina
_bP. I.
_gPolina Igorevna
701 1 _aZinin
_bA. I.
_gAleksandr Ivanovich
701 1 _aMalysheva
_bN. N.
_gNelli Nikolaevna
701 1 _aStepanova
_bE. V.
_cchemist
_cengineer of Tomsk Polytechnic University
_f1978-
_gElena Vladimirovna
_2stltpush
_3(RuTPU)RU\TPU\pers\34245
701 1 _aChizhov
_bA. O.
_gAleksandr Olegovich
701 1 _aTorgov
_bV. I.
_gVladimir Igorevich
701 1 _aKononov
_bL. O.
_gLeonid Olegovich
712 0 2 _aНациональный исследовательский Томский политехнический университет (ТПУ)
_bИнститут физики высоких технологий (ИФВТ)
_bКафедра биотехнологии и органической химии (БИОХ)
_h6810
_2stltpush
_3(RuTPU)RU\TPU\col\18693
801 2 _aRU
_b63413507
_c20210326
_gRCR
856 4 _uhttp://earchive.tpu.ru/handle/11683/64909
856 4 _uhttps://doi.org/10.1055/s-0036-1589028
942 _cCF