3 research outputs found

    Platinum(II)-Catalyzed Asymmetric Ring-Opening Addition of Arylboronic Acids to Oxabenzonorbornadienes

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    A new platinum­(II)-catalyzed asymmetric ring-opening addition of arylboronic acids to oxabenzonorbornadienes was developed, which afforded the corresponding <i>cis</i>-2-aryl-1,2-dihydronaphthalen-1-ol products in high yields (up to 97%) with moderate to good enantioselectivities (up to 89% ee) under very mild conditions. The effects of various ligands, catalyst loading, bases, solvents, and temperatures on the yield and enantioselectivity of the reaction were also investigated. The cis configuration of product <b>2m</b> was confirmed by X-ray diffraction analysis. A potential mechanism for the present catalytic reaction is proposed

    Platinum(II)-Catalyzed Asymmetric Ring-Opening Addition of Arylboronic Acids to Oxabenzonorbornadienes

    No full text
    A new platinum­(II)-catalyzed asymmetric ring-opening addition of arylboronic acids to oxabenzonorbornadienes was developed, which afforded the corresponding <i>cis</i>-2-aryl-1,2-dihydronaphthalen-1-ol products in high yields (up to 97%) with moderate to good enantioselectivities (up to 89% ee) under very mild conditions. The effects of various ligands, catalyst loading, bases, solvents, and temperatures on the yield and enantioselectivity of the reaction were also investigated. The cis configuration of product <b>2m</b> was confirmed by X-ray diffraction analysis. A potential mechanism for the present catalytic reaction is proposed

    Nickel-Catalyzed Asymmetric Ring Opening of Oxa­benzo­norborna­dienes with Arylboronic Acids

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    A new, versatile, and highly efficient nickel-catalyzed asymmetric ring-opening (ARO) reaction of oxabenzo­norborna­dienes with a wide variety of arylboronic acids has been developed, yielding <i>cis</i>-2-aryl-1,2-dihydro­naph­thalen-1-ols in high yields (up to 99%) with good to excellent enantioselectivities (up to 99% ee) under very mild conditions. The effects of various nickel precursors, chiral bidentate ligands, catalyst loadings, bases, solvents, and temperatures on the yield and enantioselectivity of the reaction were also investigated. A plausible mechanism was proposed to account for the formation of the corresponding <i>cis</i>-ring-opened products based on the X-ray structure of product <b>4b</b>
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