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Catalyst-Free [2,3]-Sigmatropic Rearrangement Reactions of Photochemically Generated Ammonium Ylides

Title data

Li, Fang ; He, Feifei ; Koenigs, Rene M.:
Catalyst-Free [2,3]-Sigmatropic Rearrangement Reactions of Photochemically Generated Ammonium Ylides.
In: Synthesis. Vol. 51 (2019) . - pp. 4348-4358.
ISSN 0039-7881
DOI: https://doi.org/10.1055/s-0037-1610732

Abstract in another language

The rearrangement reaction of ammonium ylides furnishes valuable α,α-disubstituted amino esters. In this work, we describe the visible-light photolysis reaction of aryldiazoacetates in the presence of tertiary amines that react via a free ammonium ylide in a sigmatropic rearrangement reaction to provide amino esters in moderate to very good yields (33 examples, up to 97% yield).

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: photochemistry; diazoalkanes; carbenes; amines; ylides; 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: 02 Apr 2025 12:21
Last Modified: 14 May 2025 07:54
URI: https://eref.uni-bayreuth.de/id/eprint/93168