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Issue 44, 2018
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Asymmetric synthesis of α-trifluoromethoxy ketones with a tetrasubstituted α-stereogenic centre via the palladium-catalyzed decarboxylative allylic alkylation of allyl enol carbonates

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Abstract

The palladium-catalyzed asymmetric decarboxylative allylic alkylation of trifluoromethoxy allyl enol carbonates afforded enantioenriched α-trifluoromethoxy allyl ketones that feature a tetrasubstituted α-stereogenic center in excellent yield and high enantioselectivity. The method was further extended to the asymmetric synthesis of α-difluoromethoxy and α-methoxy allyl ketones, which proceeded under similar catalytic conditions.

Graphical abstract: Asymmetric synthesis of α-trifluoromethoxy ketones with a tetrasubstituted α-stereogenic centre via the palladium-catalyzed decarboxylative allylic alkylation of allyl enol carbonates

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Publication details

The article was received on 18 Apr 2018, accepted on 03 May 2018 and first published on 04 May 2018


Article type: Communication
DOI: 10.1039/C8CC03131B
Citation: Chem. Commun., 2018,54, 5522-5525
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    Asymmetric synthesis of α-trifluoromethoxy ketones with a tetrasubstituted α-stereogenic centre via the palladium-catalyzed decarboxylative allylic alkylation of allyl enol carbonates

    H. Kondo, M. Maeno, K. Hirano and N. Shibata, Chem. Commun., 2018, 54, 5522
    DOI: 10.1039/C8CC03131B

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