Kinetic Resolution of N -Allylic Pyrazoles via Photoexcited Chiral Copper Complex-Catalyzed Alkene E → Z Isomerization.
Liang LiuShiqi RenShouyun YuPublished in: Organic letters (2024)
Herein, we present an efficient and practical kinetic resolution (KR) of racemic allylic pyrazoles utilizing photoexcited chiral-copper-complex-mediated alkene E → Z isomerization. This method enables the synthesis of both enantioenriched E - and Z -allylic pyrazoles, achieving enantiomeric excesses (e.e.) of up to 97% and selectivity factors ( S factors) as high as 217. Remarkably, the method's ability to furnish allylic pyrazoles with the Z -configuration, which is notably arduous to obtain under thermodynamic control, underscores the transformative potential of this synthetic protocol.