Litcius/Paper detail

Ni-Catalyzed Asymmetric Reductive Arylation of α-Substituted Imides

Liming Chen, Chungkeun Shin, Travis J. DeLano, Alba Carretero‐Cerdán, Golsa Gheibi, Sarah E. Reisman

2024Journal of the American Chemical Society20 citationsDOIOpen Access PDF

Abstract

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.

Topics & Concepts

ChemistryCatalysisCombinatorial chemistryReductive eliminationOrganic chemistryMedicinal chemistryAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsChemical Synthesis and Analysis