ArticleOrganic letters2020
Silyl Tosylate Precursors to Cyclohexyne, 1,2-Cyclohexadiene, and 1,2-Cycloheptadiene.
Article in Organic letters, 2020. 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.
- Seven-Membered Azacyclic Allenes: Synthesis, Trapping, and Stereochemical Transfer Studies.Journal of the American Chemical Society · 2026Article
- Diels-Alder Cycloadditions of Oxacyclic Allenes and α-Pyrones.Organic letters · 2024Article
- Access to Complex Scaffolds Through [2 + 2] Cycloadditions of Strained Cyclic Allenes.Journal of the American Chemical Society · 2024Article
- Cyclic Allene Approach to the Manzamine Alkaloid Keramaphidin B.Organic letters · 2023Article
- Total Synthesis of Phenanthroindolizidines Using Strained Azacyclic Alkynes.Organic letters · 2023Article
- Catalyst-Controlled Annulations of Strained Cyclic Allenes with π-Allylpalladium Complexes.Journal of the American Chemical Society · 2023Article
- Interception of 1,2-cyclohexadiene with TEMPO radical.Tetrahedron letters · 2021Article
- Review
- Palladium-Catalyzed Annulations of Strained Cyclic Allenes.Journal of the American Chemical Society · 2021Article
- Origins of Endo Selectivity in Diels-Alder Reactions of Cyclic Allene Dienophiles.Angewandte Chemie (International ed. in English) · 2021Article
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5 authors.
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Abstract
Transient strained cyclic intermediates have become valuable intermediates in modern synthetic chemistry. Although silyl triflate precursors to strained intermediates are most often employed, the instability of some silyl triflates warrants the development of alternative precursors. We report the syntheses of silyl tosylate precursors to cyclohexyne, 1,2-cyclohexadiene, and 1,2-cycloheptadiene. The resultant strained intermediates undergo trapping in situ to give cycloaddition products. Additionally, the results of competition experiments between silyl triflates and silyl tosylates are reported.
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