title: NHC-Catalyzed Asymmetric Synthesis of Functionalized Succinimides from Enals and α-Ketoamides.
abstract: The efficient asymmetric synthesis of highly substituted succinimides from α,β-unsaturated aldehydes and α-ketoamides via NHC-catalyzed [3+2] cycloaddition has been developed. The new scalable protocol significantly expands the utility of NHC catalysis for the synthesis of heterocycles and provides easy access to assemble a wide range of succinimides from simple starting materials.
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany).
authors: Lei
authors: L
authors: Wang
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany).
authors: Qijian
authors: Q
authors: Ni
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany).
authors: Marcus
authors: M
authors: Blümel
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany).
authors: Tao
authors: T
authors: Shu
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany).
authors: Gerhard
authors: G
authors: Raabe
authors: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany). enders@rwth-aachen.de.
authors: Dieter
authors: D
authors: Enders
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013388:Succinimides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000577:Amides; D006571:Heterocyclic Compounds; D013388:Succinimides
keywords: N-heterocyclic carbenes; asymmetric synthesis; ketoamides; organocatalysis; succinimides