The effect of replacing a 3-O-acetyl group by a 3-O-benzyl group in a methyl 4-O-trityl-β-d-xylopyranoside derivative on the efficiency of 1,2-trans-glycosylation with a d-xylose 1,2-O-(1-cyanoethylidene) derivative
Тип публикации: Journal Article
Дата публикации: 1989-08-01
scimago Q3
wos Q2
БС2
SJR: 0.423
CiteScore: 4
Impact factor: 2.5
ISSN: 00086215, 1873426X
Organic Chemistry
Biochemistry
General Medicine
Analytical Chemistry
Краткое описание
Replacement of AcO-3 in methyl 2,3-di- O -acetyl-4- O -trityl-β- d -xylopyranoside with a benzyl group greatly increases the 1,2- trans -stereoselectivity of glycosylation with a d -xylopyranose 1,2- O -(1-cyanoethylidene) derivative. Anomerisation of methyl 2- O -benzyl-β- d -xylopyranoside derivatives occurred under the action of triphenylmethylium perchlorate.
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Nifant'ev N. E., Backinowsky L. V., Kochetkov N. K. The effect of replacing a 3-O-acetyl group by a 3-O-benzyl group in a methyl 4-O-trityl-β-d-xylopyranoside derivative on the efficiency of 1,2-trans-glycosylation with a d-xylose 1,2-O-(1-cyanoethylidene) derivative // Carbohydrate Research. 1989. Vol. 191. No. 1. pp. 13-19.
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Nifant'ev N. E., Backinowsky L. V., Kochetkov N. K. The effect of replacing a 3-O-acetyl group by a 3-O-benzyl group in a methyl 4-O-trityl-β-d-xylopyranoside derivative on the efficiency of 1,2-trans-glycosylation with a d-xylose 1,2-O-(1-cyanoethylidene) derivative // Carbohydrate Research. 1989. Vol. 191. No. 1. pp. 13-19.
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TY - JOUR
DO - 10.1016/0008-6215(89)85042-6
UR - https://doi.org/10.1016/0008-6215(89)85042-6
TI - The effect of replacing a 3-O-acetyl group by a 3-O-benzyl group in a methyl 4-O-trityl-β-d-xylopyranoside derivative on the efficiency of 1,2-trans-glycosylation with a d-xylose 1,2-O-(1-cyanoethylidene) derivative
T2 - Carbohydrate Research
AU - Nifant'ev, Nikolay E
AU - Backinowsky, Leon V
AU - Kochetkov, Nikolay K.
PY - 1989
DA - 1989/08/01
PB - Elsevier
SP - 13-19
IS - 1
VL - 191
SN - 0008-6215
SN - 1873-426X
ER -
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@article{1989_Nifant'ev,
author = {Nikolay E Nifant'ev and Leon V Backinowsky and Nikolay K. Kochetkov},
title = {The effect of replacing a 3-O-acetyl group by a 3-O-benzyl group in a methyl 4-O-trityl-β-d-xylopyranoside derivative on the efficiency of 1,2-trans-glycosylation with a d-xylose 1,2-O-(1-cyanoethylidene) derivative},
journal = {Carbohydrate Research},
year = {1989},
volume = {191},
publisher = {Elsevier},
month = {aug},
url = {https://doi.org/10.1016/0008-6215(89)85042-6},
number = {1},
pages = {13--19},
doi = {10.1016/0008-6215(89)85042-6}
}
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Nifant'ev, Nikolay E., et al. “The effect of replacing a 3-O-acetyl group by a 3-O-benzyl group in a methyl 4-O-trityl-β-d-xylopyranoside derivative on the efficiency of 1,2-trans-glycosylation with a d-xylose 1,2-O-(1-cyanoethylidene) derivative.” Carbohydrate Research, vol. 191, no. 1, Aug. 1989, pp. 13-19. https://doi.org/10.1016/0008-6215(89)85042-6.