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Gold-Catalyzed Sigmatropic Rearrangement Reactions via Carbene Transfer Reactions

Title data

He, Feifei ; Jana, Sripati ; Koenigs, Rene M.:
Gold-Catalyzed Sigmatropic Rearrangement Reactions via Carbene Transfer Reactions.
In: The Journal of Organic Chemistry. Vol. 85 (2020) . - pp. 11882-11891.
ISSN 1520-6904
DOI: https://doi.org/10.1021/acs.joc.0c01678

Abstract in another language

Sigmatropic rearrangements are an important fundamental toolbox in organic synthesis to access complex molecular fragments. Yet, the rearrangement reactions of onium ylides via gold catalyzed carbene transfer reactions are relatively unexplored. Herein, we describe a gold-catalyzed sigmatropic rearrangement of sulfonium and selenium ylides (39 examples, up to 99% yield). Furthermore, we report on the limitations of sigmatropic rearrangement reactions of aryl allyl anilines, which deliver exclusively C–H functionalized products.

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 13:15
Last Modified: 14 May 2025 07:54
URI: https://eref.uni-bayreuth.de/id/eprint/93130