Combination of 3-<i>O</i>-Levulinoyl and 6-<i>O</i>-Trifluorobenzoyl Groups Ensures α-Selectivity in Glucosylations: Synthesis of the Oligosaccharides Related to <i>Aspergillus fumigatus</i> α-(1 → 3)-<scp>d</scp>-Glucan-Reference-Cited by-同舟云学术

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Combination of 3-O-Levulinoyl and 6-O-Trifluorobenzoyl Groups Ensures α-Selectivity in Glucosylations: Synthesis of the Oligosaccharides Related to Aspergillus fumigatus α-(1 → 3)-d-Glucan

Published:2023-08-18 Issue:17 Volume:88 Page:12542-12564
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Komarova Bozhena S.¹,Novikova Natalia S.¹,Gerbst Alexey G.¹,Sinitsyna Olga A.²,Rubtsova Ekaterina A.³,Kondratyeva Elena G.³,Sinitsyn Arkady P.²³,Nifantiev Nikolay E.¹^ORCID

Affiliation:

1. Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russia

2. Department of Chemistry, M.V. Lomonosov Moscow State University, Vorobyevy Gory 1-11, Moscow 119992, Russia

3. FRC “Fundamentals of Biotechnology”, Russian Academy of Sciences, Leninsky prospect 33-2, Moscow 119071, Russia

Funder

Russian Science Foundation

Ministry of Science and Higher Education of the Russian Federation

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.3c01283

Reference70 articles.

1. Recent advances in stereoselective 1,2-cis-O-glycosylations

2. Design of α-Selective Glycopyranosyl Donors Relying on Remote Anchimeric Assistance

3. Protecting Groups as a Factor of Stereocontrol in Glycosylation Reactions

4. The Oxocarbenium Ion Intermediate

5. Determination of strain-specific wall teichoic acid structures in Lactobacillus plantarum reveals diverse α-d-glucosyl substitutions and high structural uniformity of the repeating units

Cited by 2 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Synthesis of a branched biotinylated hexasaccharide structurally related to a fragment of Candida utilis glucomannan;Russian Chemical Bulletin;2024-06

2. Stereocontrolled Synthesis and Conformational Analysis of a Series of Disaccharides α,β-d-GlcA-(1→3)-α-L-Fuc;Molecules;2023-11-13

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