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Guo, Yujing ; Empel, Claire ; Pei, Chao ; Atodiresei, Iuliana ; Fallon, Thomas ; Koenigs, Rene M.:
Photochemical Cyclopropanation of Cyclooctatetraene and (Poly-)unsaturated Carbocycles.
In: Organic Letters.
Bd. 22
(2020)
.
- S. 5126-5130.
ISSN 1523-7052
DOI: https://doi.org/10.1021/acs.orglett.0c01734
Abstract
We report on the use of visible light to conduct carbene-transfer reactions of donor/acceptor diazoalkanes with cyclooctatetraene and polyunsaturated carbocycles to give the corresponding cyclopropanes in excellent yields with excellent stereoselectivities. This photochemical protocol proved to be superior to conventional metal-catalyzed cyclopropanation reactions and now provides platform chemicals containing a cyclic conjugated all-cis triene. The cyclopropane is an important structural feature to prevent 6π electrocyclization. Instead, the triene moiety can now be selectively functionalized in cycloaddition reactions.
Weitere Angaben
| Publikationsform: | Artikel in einer Zeitschrift |
|---|---|
| Begutachteter Beitrag: | Ja |
| Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie |
| Titel an der UBT entstanden: | Nein |
| Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Eingestellt am: | 01 Apr 2025 13:50 |
| Letzte Änderung: | 01 Apr 2025 13:50 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93135 |