Catti, Lorenzo and Pöthig, Alexander and Tiefenbacher, Konrad. (2017) Host-Catalyzed Cyclodehydration–Rearrangement Cascade Reaction of Unsaturated Tertiary Alcohols. Advanced Synthesis and Catalysis, 359 (8). pp. 1331-1338.
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Official URL: http://edoc.unibas.ch/58945/
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Abstract
The Brønsted acidic resorcin[4]arene hexamer can be applied as an effective catalyst in the dehydrative cyclization and subsequent rearrangement of unsaturated tertiary alcohols. This is the first report on catalyzing such a reaction with a Brønsted acid. Scope and limitations of this cyclopentene-forming reaction sequence are presented. Furthermore, substrate-selective conversion as well as competitive inhibition are described and provide evidence that the reactions proceed within the cavity of the self-assembled structure. Additionally, a cyclobutanone-forming intramolecular hydride transfer of an encapsulated cyclopropyl acetate is reported.
| Faculties and Departments: | 05 Faculty of Science > Departement Chemie 05 Faculty of Science > Departement Chemie > Chemie > Synthesis of Functional Modules (Tiefenbacher) |
|---|---|
| UniBasel Contributors: | Tiefenbacher, Konrad Karl and Catti, Lorenzo |
| Item Type: | Article, refereed |
| Article Subtype: | Further Journal Contribution |
| Publisher: | Wiley |
| ISSN: | 1615-4150 |
| e-ISSN: | 1615-4169 |
| Note: | Publication type according to Uni Basel Research Database: Journal item |
| Identification Number: | |
| Last Modified: | 17 Jan 2018 11:19 |
| Deposited On: | 17 Jan 2018 11:18 |
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