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Ir-Catalyzed Intermolecular Asymmetric Allylic Alkylation of β‑Tetralones

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journal contribution
posted on 27.08.2019, 13:50 by Dong-Song Zheng, Zheng-Le Zhao, Qing Gu, Shu-Li You
β-Tetralones are useful synthetic intermediates and can act as precursors of β-naphthols. Herein, Ir-catalyzed intermolecular asymmetric alkylation of substituted β-tetralones has been realized. In the presence of an Ir complex, derived from 2 mol % of [Ir­(cod)­Cl]2 and 4 mol % of the Alexakis ligand, asymmetric allylic alkylation reactions of various β-tetralones and allyl carbonates proceeded smoothly in good to excellent yields with excellent enantioselectivity. The reaction provides an efficient synthesis of highly enantioenriched tetralones and β-naphthols.