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The Enantiomers of Trinorbornane and Derivatives Thereof

Delarue Bizzini, L.; Bürgi, T.; Mayor, M.

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.


Verlagsausgabe §
DOI: 10.5445/IR/1000118685
Veröffentlicht am 23.08.2021
Originalveröffentlichung
DOI: 10.1002/hlca.202000019
Scopus
Zitationen: 3
Dimensions
Zitationen: 3
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Nanotechnologie (INT)
Publikationstyp Zeitschriftenaufsatz
Publikationsjahr 2020
Sprache Englisch
Identifikator ISSN: 0018-019X, 1522-2675
KITopen-ID: 1000118685
HGF-Programm 43.21.04 (POF III, LK 01) Molecular Engineering
Erschienen in Helvetica chimica acta
Verlag John Wiley and Sons
Band 103
Heft 3
Seiten Art.-Nr.: e2000019
Nachgewiesen in Dimensions
Web of Science
Scopus
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