at Google ScholarTitle data
Guo, Yujing ; Empel, Claire ; Pei, Chao ; Atodiresei, Iuliana ; Fallon, Thomas ; Koenigs, Rene M.:
Photochemical Cyclopropanation of Cyclooctatetraene and (Poly-)unsaturated Carbocycles.
In: Organic Letters.
Vol. 22
(2020)
.
- pp. 5126-5130.
ISSN 1523-7052
DOI: https://doi.org/10.1021/acs.orglett.0c01734
Abstract in another language
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.
Further data
| Item Type: | Article in a journal |
|---|---|
| Refereed: | Yes |
| Institutions of the University: | Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry Faculties Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry - Univ.-Prof. Dr. René M. Koenigs Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry |
| Result of work at the UBT: | No |
| DDC Subjects: | 500 Science > 540 Chemistry |
| Date Deposited: | 01 Apr 2025 13:50 |
| Last Modified: | 07 Oct 2025 11:04 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93135 |