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Shows effective olefin isomerization, indicating a novel catalytic approach.
A light-driven method for the enantioselective contrathermodynamic positional isomerization of olefins based on excited-state electron transfer is reported. Sequential oxidation and deprotonation of a tetrasubstituted enol ether generates an allylic radical which is captured by a Cr(II) cocatalyst bearing a chiral bioxazoline (BiOX) ligand. Regio- and enantioselective protodemetalation of the nascent Cr(III) allyl complex by methanol yields the terminal olefin product with enantioselectivities of up to 95:5 er. Kinetic and isotopic labeling studies support an enantiodetermining protodemetalation and reveal the presence of two primary KIEs within the same catalytic manifold.
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Imbriaco et al. (2026) studied this question.
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