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Advances in [1,2]-Sigmatropic Rearrangements of Onium Ylides via Carbene Transfer Reactions

Title data

Empel, Claire ; Jana, Sripati ; Koenigs, Rene M.:
Advances in [1,2]-Sigmatropic Rearrangements of Onium Ylides via Carbene Transfer Reactions.
In: Synthesis. Vol. 53 (2021) . - pp. 4567-4587.
ISSN 0039-7881
DOI: https://doi.org/10.1055/a-1577-5864

Abstract in another language

This review article summarizes progress made on [1,2]-sigmatropic rearrangements using carbenes in the ylide formation step. While other rearrangements, such as the [2,3]-sigmatropic, Doyle–Kirmse, or Sommelet–Hauser rearrangements, have been studied in detail over the past decades, investigations on [1,2]-sigmatropic rearrangements are still limited. Based on the application of diazoalkanes as carbene precursors, research on diazoalkanes in ylide formation reactions started flourishing in the 1990s. This Short Review covers milestones from the advent of [1,2]-sigmatropic rearrangements using carbenes to generate ammonium, oxonium and other ylide species, and should serve as an overview to further promote research in this area.

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: Stevens rearrangement; diazoalkanes; carbenes; carbene transfer reaction; ylides; [1,2]-sigmatropic rearrangement
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 11:29
Last Modified: 07 Oct 2025 10:57
URI: https://eref.uni-bayreuth.de/id/eprint/93113