Ni-Catalyzed Asymmetric Reductive Arylation of α-Substituted Imides
α-Aryl imides are common structural motifs in bioactive molecules and proteolysis-targeting chimeras designed for targeted protein degradation. An asymmetric Ni-catalyzed reductive cross-coupling of imide electrophiles and (hetero)aryl halides has been developed to synthesize enantioenriched α-arylglutarimides from simple starting materials. Judicious selection of electrophile pairs allows for coupling of both electron-rich and electron-deficient (hetero)aryl halides in good yields and enantioselectivities.
Authors
- Golsa Gheibi (ORCID: https://orcid.org/0009-0006-6027-2587)
- Travis J. DeLano (ORCID: https://orcid.org/0000-0002-2052-611X)
- Sarah E. Reisman (ORCID: https://orcid.org/0000-0001-8244-9300)
- Alba Carretero‐Cerdán (ORCID: https://orcid.org/0000-0002-8284-6856)
- Liming Chen (ORCID: https://orcid.org/0000-0002-0935-2067)
- Chungkeun Shin
Institutions
- California Institute of Technology (US)
- Institute of Chemistry (CN)
- KTH Royal Institute of Technology (SE)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2024-10-16
- DOI
- https://doi.org/10.1021/jacs.4c09327
- Citations
- 16
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 2.54
Funders
- National Science Foundation
- California Institute of Technology
- Vetenskapsrådet
- Division of Chemistry