Herein, we report a nickel-catalyzed reductive cross-coupling reaction of easily accessible 3-butenyl carbamoyl chloride with primary alkyl iodide to access the chiral α-alkylated pyrrolid­inone with broad substrate scope and high enantio­meric excess. The current art of synthesis still remains challenging on the enantio­selective α-mono­alkylation of pyrrolid­inones. The newly designed chiral 8-quinoline imidazoline ligand (Quinim) is crucial for maintaining the reactivity and enantio­selectivity to ensure the reductive cyclization of mono­substituted alkenes for unprecedented synthesis of chiral non-aromatic heterocycles.

The development of carbamoyl chlorides as synthons for various amide-containing molecules and heterocycles have been summarized and discussed in this review article. Carbamoyl chlorides can participate in a diverse range...

Reported herein is a palladium/copper cooperative-catalyzed dicarbofunctionalization of alkene-tethered carbamoyl chlorides with 1,1-diborylmethane. This cyclization/deborylation cascade strategy allows for the expedient formation of the versatile borylated 3,3-disubstituted oxindole skeleton, allowing for further functionalization via the derivatization of the carbon–boron bond.

The construction of multi-stereocenters by a transition metal-catalyzed cross-coupling reaction is a major challenge. The catalytic desymmetric functionalization of unactivated alkenes remains largely unexplored. Herein, we disclose -a desymmetric dicarbofunctionalization of 1,6-dienes via a nickel-catalyzed reductive cross-coupling reaction. The leverage of the underdeveloped chiral 8-Quinox enables the Ni-catalyzed desymmetric carbamoylalkylation of both unactivated mono-and disubstituted alkenes to form pyrrolidinone bearing two nonadjacent stereogenic centers in high enantio-and stereoselectivitives with broad functional-group tolerance. The synthetic application of pyrrolidinones allows the rapid access to complex chiral fused-heterocycles.