The Enantiomers of Trinorbornane and Derivatives Thereof

Delarue Bizzini, Lorenzo and Bürgi, Thomas and Mayor, Marcel. (2020) The Enantiomers of Trinorbornane and Derivatives Thereof. Helvetica Chimica Acta, 103 (3). e2000019.

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Official URL: https://edoc.unibas.ch/85428/

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Abstract Herein, we report the synthesis of the enantiomers of trinorbornane, a tetracyclic saturated hydrocarbon with the chemical formula C11H16. The preparation of these rigid carbon scaffolds was enabled by the successful chiral separation of its tricyclic precursor, thus allowing the enantiomers to be synthesized through a reductive radical cyclization reaction. Assignment of the absolute conformation of the enantiomers was achieved through VCD experiments. Further, we report an alternative cyclization procedure providing access to hydroxyl and phenyl sulfone functionalized trinorbornanes.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Molecular Devices and Materials (Mayor)
UniBasel Contributors:Mayor, Marcel and Delarue Bizzini, Lorenzo
Item Type:Article, refereed
Article Subtype:Research Article
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:24 Jan 2022 14:24
Deposited On:24 Jan 2022 14:24

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