| Autor: |
Tak RK; Institute of Microbial Chemistry (BIKAKEN), 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan., Noda H; Institute of Microbial Chemistry (BIKAKEN), 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan., Shibasaki M; Institute of Microbial Chemistry (BIKAKEN), 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan. |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2021 Nov 05; Vol. 23 (21), pp. 8617-8621. Date of Electronic Publication: 2021 Oct 23. |
| DOI: |
10.1021/acs.orglett.1c03328 |
| Abstrakt: |
Catalytic asymmetric nitrene transfer has emerged as a reliable method for the synthesis of nitrogen-containing chiral compounds. Herein, we report the copper-catalyzed intramolecular asymmetric electrophilic amination of aromatic rings. The reactive intermediate is a copper-alkyl nitrene generated from isoxazolidin-5-ones. Copper catalysis promotes three classes of asymmetric transformations, namely, asymmetric desymmetrization, parallel kinetic resolution, and kinetic resolution, expanding the repertoire of alkyl nitrene transfer and providing various cyclic and linear β-amino acids in their enantioenriched forms. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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