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  • 1. Gustafson, Karl P. J.
    et al.
    Gorbe, Tamas
    de Gonzalo-Calvo, Gonzalo
    Yuan, Ning
    Schreiber, Cynthia L.
    Shchukarev, Andrey
    Umeå University, Faculty of Science and Technology, Department of Chemistry.
    Tai, Cheuk-Wai
    Persson, Ingmar
    Zou, Xiaodong
    Backvall, Jan-E.
    Chemoenzymatic Dynamic Kinetic Resolution of Primary Benzylic Amines using Pd-0-CalB CLEA as a Biohybrid Catalyst2019In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 25, no 39, p. 9174-9179Article in journal (Refereed)
    Abstract [en]

    Herein, we report on the use a biohybrid catalyst consisting of palladium nanoparticles immobilized on cross-linked enzyme aggregates of lipase B of Candida antarctica (CalB CLEA) for the dynamic kinetic resolution (DKR) of benzylic amines. A set of amines were demonstrated to undergo an efficient DKR and the recyclability of the catalysts was studied. Extensive efforts to further elucidate the structure of the catalyst are presented.

  • 2. Li, Man-Bo
    et al.
    Posevins, Daniels
    Gustafson, Karl P. J.
    Tai, Cheuk-Wai
    Shchukarev, Andrey
    Umeå University, Faculty of Science and Technology, Department of Chemistry.
    Qiu, Youai
    Backvall, Jan-E.
    Diastereoselective Cyclobutenol Synthesis: A Heterogeneous Palladium-Catalyzed Oxidative Carbocyclization-Borylation of Enallenols2019In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 25, no 1, p. 210-215Article in journal (Refereed)
    Abstract [en]

    A highly selective and efficient oxidative carbocyclization/borylation of enallenols catalyzed by palladium immobilized on amino-functionalized siliceous mesocellular foam (Pd-AmP-MCF) was developed for diastereoselective cyclobutenol synthesis. The heterogeneous palladium catalyst can be recovered and recycled without any observed loss of activity or selectivity. The high diastereoselectivity of the reaction is proposed to originate from a directing effect of the enallenol hydroxyl group. Optically pure cyclobutenol synthesis was achieved by the heterogeneous strategy by using chiral enallenol obtained from kinetic resolution.

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