Highly Stereoselective Glycosylation Reactions of Furanoside Derivatives via Rhenium (V) Catalysis.

Emanuele Casali, Sirwan T Othman, Ahmed A Dezaye, Debora Chiodi, Alessio Porta, Giuseppe Zanoni

Abstract read

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Article in The Journal of organic chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

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1citing papers in PubMed

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1 · What the graph read from it

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3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

Oxo-Rhenium-Mediated Allylation of Furanoside Derivatives: A Computational Study on the Mechanism and the Stereoselectivity.The Journal of organic chemistry · 2022
Article

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5 · Who and what money

Authors and funding

6 authors.

Emanuele CasaliDepartment of Chemistry, University of Pavia, Viale Taramelli, 12, Pavia 27100, Italy.ORCID 0000-0001-7501-5213

Sirwan T OthmanDepartment of Chemistry, College of Science, Salahaddin University-Erbil, Erbil 44002, Iraq.

Ahmed A DezayeInternational University of Erbil, Newroz Street, Erbil-Kurdistan 44001, Iraq.

Debora ChiodiDepartment of Chemistry, University of Pavia, Viale Taramelli, 12, Pavia 27100, Italy.

Alessio PortaDepartment of Chemistry, University of Pavia, Viale Taramelli, 12, Pavia 27100, Italy.ORCID 0000-0002-2564-9696

Giuseppe ZanoniDepartment of Chemistry, University of Pavia, Viale Taramelli, 12, Pavia 27100, Italy.ORCID 0000-0003-1530-9409

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A novel approach for the formation of anomeric carbon-functionalized furanoside systems was accomplished through the employment of an oxo-rhenium catalyst. The transformation boasts a broad range of nucleophiles including allylsilanes, enol ethers, and aromatics in addition to sulfur, nitrogen, and hydride donors, able to react with an oxocarbenium ion intermediate derived from furanosidic structures. The excellent stereoselectivities observed followed the Woerpel model, ultimately providing 1,3-

Indexed as

RheniumAlcoholsCatalysisEthersGlycosylationAlcoholsEthersRhenium

Identifiers

PMID34033490

DOI10.1021/acs.joc.1c00706

PMCPMC8279489

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LicenceCC BY

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.