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Literature DB >> 19787115

Stereoselective glycosylation using oxathiane glycosyl donors.

Martin A Fascione¹, Sophie J Adshead, Susanne A Stalford, Colin A Kilner, Andrew G Leach, W Bruce Turnbull.

Abstract

A bicyclic glycosyl donor is activated as an arylsulfonium ion and used to synthesise alpha-glycosides with high stereoselectivity.

Entities: Chemical Species

Mesh：

Substances：

Year: 2009 PMID： 19787115 DOI： 10.1039/b913308a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

18 in total

Review 1. Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Authors: Matteo Panza; Salvatore G Pistorio; Keith J Stine; Alexei V Demchenko
Journal: Chem Rev Date: 2018-06-28 Impact factor: 60.622

Review 2. Oligosaccharide Synthesis and Translational Innovation.

Authors: Larissa Krasnova; Chi-Huey Wong
Journal: J Am Chem Soc Date: 2019-02-18 Impact factor: 15.419

3. Mechanisms of Stereodirecting Participation and Ester Migration from Near and Far in Glycosylation and Related Reactions.

Authors: Asiri A Hettikankanamalage; Robert Lassfolk; Filip S Ekholm; Reko Leino; David Crich
Journal: Chem Rev Date: 2020-07-05 Impact factor: 60.622

4. Stereoselective assembly of complex oligosaccharides using anomeric sulfonium ions as glycosyl donors.

Authors: Tao Fang; Kai-For Mo; Geert-Jan Boons
Journal: J Am Chem Soc Date: 2012-04-18 Impact factor: 15.419

5. Participation of alkoxy groups in reactions of acetals: violation of the reactivity/selectivity principle in a Curtin-Hammett kinetic scenario.

Authors: Angie Garcia; Jillian R Sanzone; K A Woerpel
Journal: Angew Chem Int Ed Engl Date: 2015-08-19 Impact factor: 15.336

10. Assembly of a Complex Branched Oligosaccharide by Combining Fluorous-Supported Synthesis and Stereoselective Glycosylations using Anomeric Sulfonium Ions.

Authors: Wei Huang; Qi Gao; Geert-Jan Boons
Journal: Chemistry Date: 2015-08-06 Impact factor: 5.236

Stereoselective glycosylation using oxathiane glycosyl donors.

Review 1. Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.

Review 2. Oligosaccharide Synthesis and Translational Innovation.

3. Mechanisms of Stereodirecting Participation and Ester Migration from Near and Far in Glycosylation and Related Reactions.

4. Stereoselective assembly of complex oligosaccharides using anomeric sulfonium ions as glycosyl donors.

5. Participation of alkoxy groups in reactions of acetals: violation of the reactivity/selectivity principle in a Curtin-Hammett kinetic scenario.

6. Direct synthesis of diastereomerically pure glycosyl sulfonium salts.

7. Methodology development and physical organic chemistry: a powerful combination for the advancement of glycochemistry.

8. Mechanism of Glycosylation of Anomeric Sulfonium Ions.

9. Benzyne arylation of oxathiane glycosyl donors.

10. Assembly of a Complex Branched Oligosaccharide by Combining Fluorous-Supported Synthesis and Stereoselective Glycosylations using Anomeric Sulfonium Ions.