ArticleAngewandte Chemie (International ed. in English)2016
Stereoelectronic Model To Explain Highly Stereoselective Reactions of Seven-Membered-Ring Oxocarbenium-Ion Intermediates.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Influence of Halogen Atoms and the Reactivity of Nucleophiles on Reactions of Tetrahydropyran and Tetrahydrofuran Acetals withThe Journal of organic chemistry · 2025Article
- Acetal Substitution Reactions: Stereoelectronic Effects, Conformational Analysis, Reactivity vs. Selectivity, and Neighboring-Group Participation.Synlett : accounts and rapid communications in synthetic organic chemistry · 2024Article
- Characterization and Fate of a Septanosyl Ferrier Cation in the Gas and Solution Phases.The Journal of organic chemistry · 2023Article
- Involvement of an Oxonium Ion Intermediate in Controlling the Diastereoselectivity of Nucleophilic Substitution Reactions of Septanoses.Organic letters · 2023Article
- Diastereoselective Alkylations of Chiral Tetrazolo[1,5-Organic letters · 2022Article
- Oxo-Rhenium-Mediated Allylation of Furanoside Derivatives: A Computational Study on the Mechanism and the Stereoselectivity.The Journal of organic chemistry · 2022Article
- Highly Stereoselective Glycosylation Reactions of Furanoside Derivatives via Rhenium (V) Catalysis.The Journal of organic chemistry · 2021Article
- CFBeilstein journal of organic chemistry · 2021Review
- Reactions of Allylmagnesium Reagents with Carbonyl Compounds and Compounds with C═N Double Bonds: Their Diastereoselectivities Generally Cannot Be Analyzed Using the Felkin-Anh and Chelation-Control Models.Chemical reviews · 2020Review
- The Experimental Evidence in Support of Glycosylation Mechanisms at the SChemical reviews · 2018Review
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Nucleophilic attack on seven-membered-ring oxocarbenium ions is generally highly stereoselective. The preferred mode of nucleophilic attack forms the product in a conformation that minimizes transannular interactions, thus leading to different stereoselectivity as compared to that of reactions involving six-membered-ring oxocarbenium ions.
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Registered trials
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