Herein, we present an efficient and practical kinetic resolution (KR) of racemic allylic pyrazoles utilizing photoexcited chiral-copper-complex-mediated alkene → isomerization. This method enables the synthesis of both enantioenriched - and -allylic pyrazoles, achieving enantiomeric excesses (e.e.) of up to 97% and selectivity factors ( factors) as high as 217. Remarkably, the method's ability to furnish allylic pyrazoles with the -configuration, which is notably arduous to obtain under thermodynamic control, underscores the transformative potential of this synthetic protocol.
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http://dx.doi.org/10.1021/acs.orglett.4c01220 | DOI Listing |
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