<i>N</i>-Heterocyclic Carbene-Catalyzed Enantioselective [3 + 2] Annulation of Enals with Vinyl Ketones
Tazeen Azaz, Hemlata Mourya, Vikram Singh, Bali Ram, Bhoopendra Tiwari
Abstract
An unprecedented N -heterocyclic carbene (NHC)-catalyzed enantioselective [3 + 2] annulation of enals with vinyl ketones has been achieved. Unlike chalcones, the β-unsubstituted enones, namely, vinyl ketones, have remained challenging in terms of reactivity, especially enantioselectivity. The disubstituted cyclopentenes were obtained in good yields and excellent stereoselectivities in the presence of Ti(O i Pr) 4 .
Topics & Concepts
AnnulationEnantioselective synthesisCarbeneCatalysisReactivity (psychology)ChemistryOrganic chemistryMedicinal chemistryPathologyAlternative medicineMedicineN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions