Year: 2026
Type: preprint
Abstract: An efficient preparation of highly enantioenriched cyclic compounds from readily available synthons via stereocontrolled organocatalytic processes remains a significant challenge in modern synthetic chemistry. Herein, we report a highly stereoselective N -heterocyclic carbene (NHC)-catalyzed [3+3] annulation of anilines using α-bromocinnamic aldehydes as convenient acyl-azolium precursors. This protocol offers a straightforward route to valuable chiral lactams in high yields (up to 98%) and excellent enantioselectivities (up to 97:3 er ), featuring broad functional group tolerance. Moreover, the reaction is easily scalable and enables versatile downstream derivatizations, further demonstrating the synthetic utility of the developed methodology.
Source: ChemRxiv
Institution: Charles University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Award: G979189628
OpenAlex ID: W7221939249