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Transition Metal-Free N-Arylation of Amino Acid Esters with Diaryliodonium Salts
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0001-7975-4582
Number of Authors: 32021 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 27, no 18, p. 5790-5795Article in journal (Refereed) Published
Abstract [en]

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsymmetric diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

Place, publisher, year, edition, pages
2021. Vol. 27, no 18, p. 5790-5795
Keywords [en]
amino acids, arylation, diaryliodonium salts, hypervalent compounds, transition metal-free
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-192177DOI: 10.1002/chem.202005351ISI: 000624559300001PubMedID: 33481266OAI: oai:DiVA.org:su-192177DiVA, id: diva2:1545065
Available from: 2021-04-17 Created: 2021-04-17 Last updated: 2022-02-25Bibliographically approved

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Kervefors, GabriellaOlofsson, Berit

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