NHC-Catalyzed Asymmetric α-Regioselective [4 + 2] Annulation to Construct α-Alkylidene-δ-lactones
Lala Liu, Donghui Guo, Jian Wang
Abstract
The unprecedented NHC-catalyzed [4 + 2] annulation of α-bromoenals with dioxopyrrolidines is described. This protocol features broad substrate scope and allows rapid assembly of α-alkylidene-δ-lactones in good to high yields with excellent enantioselectivities. Notably, this process includes α-regioselective activation of azolium dienolate intermediates, which has not yet been reported.
Topics & Concepts
AnnulationRegioselectivityChemistryCatalysisSubstrate (aquarium)Scope (computer science)Combinatorial chemistryConstruct (python library)StereochemistryOrganic chemistryComputer scienceGeologyProgramming languageOceanographyN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods