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Updated: Oct 23, 2025

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Iron-Catalyzed Highly Enantioselective Addition of Silyl Enol Ethers to α,β-Unsaturated 2-Acyl Imidazoles
Jinhu Wei1,2, Jie-Sheng Huang1, Chi-Ming Che1,3
1State Key Laboratory of Synthetic Chemistry and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong SAR, China.
Abstract:
A chiral FeII(N4) complex (N4 = (R,R)-N,N'-bis(2-isopropylquinolin-8-yl)-1,2-diphenylethane-1,2-diamine) was developed for the asymmetric conjugate addition of silyl enol ethers, including both acyclic ones and cyclohexenone-derived ones, to α,β-unsaturated 2-acyl imidazoles. This FeII complex is an effective chiral Lewis acid and was applied in the synthesis of an array of chiral 1,5-dicarbonyl synthons and cyclohexenone derivatives with high yields and enantioselectivities (up to 99% ee).
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