5 research outputs found

    Asymmetric Conjugate Addition of α‑Cyanoketones to Enones Using Diaminomethylenemalononitrile Organocatalyst

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    A diaminomethylenemalononitrile organocatalyst efficiently catalyzed the asymmetric conjugate addition of α-cyanoketones to vinyl ketones to give the corresponding 1,5-dicarbonyl compounds, which bear an all-carbon quaternary stereogenic center with high enantioselectivities. This report is the first example of the asymmetric conjugate addition of α-cyanoketones to vinyl ketones using an organocatalyst

    Molecular Iodine Catalyzed Cross-Dehydrogenative Coupling Reaction between Two sp<sup>3</sup> C–H Bonds Using Hydrogen Peroxide

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    A useful method for molecular iodine catalyzed oxidative C–C bond formation between tertiary amines and a carbon nucleophile using hydrogen peroxide as the terminal oxidant is reported. This is the first report of a molecular iodine catalyzed cross-dehydrogenative coupling (CDC) reaction between two sp<sup>3</sup> C–H bonds

    Asymmetric Conjugate Addition of Nitroalkanes to Enones Using a Sulfonamide–Thiourea Organocatalyst

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    The asymmetric conjugate addition of nitroalkanes to α,β-unsaturated ketones in the presence of a catalytic amount of a novel sulfonamide–thiourea organocatalyst resulted in the corresponding γ-nitro carbonyl products in high yields with excellent enantioselectivities (up to 97% ee)

    Regioselective One-Pot Synthesis of Vicinal Bisphosphine Derivatives from Nitroalkenes by Hydrophosphinylation/Elimination/Hydrophosphinylation

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    Herein, a facile method is developed for the synthesis of vicinal bisphosphine derivatives based on a cascade of hydrophosphinylation, elimination, and hydrophosphinylation of secondary phosphine oxides with nitroalkenes. This cascade reaction provides step-economy access to a series of vicinal bisphosphine derivatives with high to excellent yields (up to 99%). This method was further extended to prepare, in one-pot, regioselective vicinal bisphosphine derivatives that incorporated two different phosphorus functional groups

    Squaramide–Sulfonamide Organocatalyst for Asymmetric Direct Vinylogous Aldol Reactions

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    Asymmetric direct vinylogous aldol reactions of furan-2­(5<i>H</i>)-one with aldehydes in the presence of a catalytic amount of novel squaramide–sulfonamide organocatalyst resulted in the corresponding addition products with high to excellent enantioselectivities. This is the first successful report illustrating an example of highly stereoselective reactions using a squaramide–sulfonamide organocatalyst
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