Synthesis and design of bifunctional phosphine catalysts for the asymmetric Morita Baylis Hillman reaction (MBH)

Karen Patricia Smith, Fei Liu

    Research output: Chapter in Book/Report/Conference proceedingOther chapter contribution

    Abstract

    MBH is an atom efficient reaction that provides densely functionalised adducts and generates a chiral centre [1,2]. The reaction can be extremely slow and is highly substrate dependant. An appropriately positioned protic functional group within the catalyst is essential for enantioselectivity. Our aim is to establish the catalytic activity of a series of chiral [2’-diphenylphosphinoyl-[1,1]-binaphthyl] amine derivatives for the Morita-Baylis-Hillman reaction. Two synthetic approaches will be evaluated starting with 2,2’dibromo-1,1-binaphthyl; amine functionality will be introduced either through a Buchwald-Harwig [4] strategy or an intermolecular Staudinger [5] reaction.
    Original languageEnglish
    Title of host publicationProceedings of the NZIC 2006
    Subtitle of host publicationback to the basics : from small molecules to materials and surfaces
    EditorsMatthias Lein
    Place of PublicationRotorua, New Zealand
    PublisherThe New Zealand Institute of Chemistry
    Pages86-87
    Number of pages2
    VolumeII
    ISBN (Print)9780473118549
    Publication statusPublished - 2006
    EventNew Zealand Institute of Chemistry Conference - Rotorua, New Zealand
    Duration: 2 Dec 20066 Dec 2006

    Conference

    ConferenceNew Zealand Institute of Chemistry Conference
    CityRotorua, New Zealand
    Period2/12/066/12/06

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