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Access to dihydropyrano[3,2-<i>b</i>]pyrrol-5-ones skeletons by N-heterocyclic carbene-catalyzed [3+3] annulations

Yatong Wu, Rui Zhang, Xiaoyong Duan, Haifei Yu, Bo-Yu Sun, Jing Qi

2020Chemical Communications34 citationsDOI

Abstract

A novel and efficient NHC-catalyzed [3+3] annulation of enals with pyrrol-4-ones was developed, thus providing the dihydropyrano[3,2-b]pyrrol-5-one core structures with broad scope and good to excellent enantioselectivities. Notably, this strategy could also expand to the synthesis of axially chiral compounds and polysubstituted indoles.

Topics & Concepts

CarbeneCatalysisChemistryMedicinal chemistryAnnulationOrganic chemistryStereochemistryCombinatorial chemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry MethodsCatalytic C–H Functionalization Methods
Access to dihydropyrano[3,2-<i>b</i>]pyrrol-5-ones skeletons by N-heterocyclic carbene-catalyzed [3+3] annulations | Litcius