Co-catalyzed method enhances diastereoselectivity in cyclic enones, suggesting a transmetalation mechanism.
We report a Cu/Pd co-catalyzed method for the anti-selective arylboration of cyclic enones. A conjugate borylation/enolate trapping mechanism is proposed, facilitated by a high Pd:Cu ratio and use of JohnPhos as a ligand. Diastereoselectivity is sensitive to both aryl halide and enone, and no product epimerization is observed in situ, suggesting a stereodetermining transmetalation or reductive elimination event. Products are readily functionalized at the B(pin), ketone, and carbocyclic frameworks, providing access to complex carbocycles with high stereochemical control.
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Mansour et al. (2025) studied this question.
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