Catalytic Asymmetric Addition of Acetonitrile to Aryl Alkyl Ketimines for the Construction of Tetrasubstituted Stereogenic Centers
Nonactivated ketimines remain challenging electrophiles in catalytic asymmetric Mannich-type reactions with simple acetonitrile as a pronucleophile. This study reports a direct catalytic asymmetric addition of acetonitrile to aryl alkyl ketimines enabled by a pincer-type Ni(II) catalyst. The reaction affords β-aminonitriles bearing tetrasubstituted stereogenic centers in good yields and with high enantioselectivities, and the products can be readily transformed into diverse chiral amine derivatives.
Authors
- Masakatsu Shibasaki (ORCID: https://orcid.org/0000-0001-8862-582X)
- Akira Saito (ORCID: https://orcid.org/0000-0002-0184-1376)
- Asim Kumar Ghosh (ORCID: https://orcid.org/0000-0002-4493-525X)
Institutions
- Microbial Chemistry Research Foundation (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-06-08
- DOI
- https://doi.org/10.1021/acs.orglett.6c02043
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00