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Enantioselective Synthesis of Tertiary α-Hydroxyketones from Unfunctionalized Ketones: Palladium-Catalyzed Asymmetric Allylic Alkylation of Enolates

Authors


  • We thank the NSF (CHE 0948222) for their generous support of our programs. R.K. acknowledges support from the Schweizerische Nationalfonds (SNF); B.S. is grateful to the Alexander von Humboldt Foundation for a Feodor Lynen Fellowship.

Abstract

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Aiming high: The title reaction for the synthesis of tertiary α-hydroxyketones is reported. Protected 1,2-enediol carbonates, the starting materials, were accessed from simple and readily available enol carbonates. Highly functionalized tertiary α-hydroxyketones can be obtained in high yield with excellent enantioselectivity using this method (see scheme).

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