Ni-Catalyzed Asymmetric Reductive Arylation of α-Substituted Imides

Li-Ming Chen, Chungkeun Shin, Travis J. DeLano, Alba Carretero-Cerdán, Golsa Gheibi, Sarah E. Reisman
Published: October 16, 2024
DOI: 10.1021/jacs.4c09327
JACS

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.