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    Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides

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    Type
    Article
    Authors
    McDougal, Nolan T.
    Streuff, Jan
    Mukherjee, Herschel
    Virgil, Scott C.
    Stoltz, Brian M.
    KAUST Grant Number
    KUS-11-006-02
    Date
    2010-10
    Permanent link to this record
    http://hdl.handle.net/10754/599445
    
    Metadata
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    Abstract
    Herein an efficient and direct copper-catalyzed coupling of oxazoline-containing aryl bromides with electron-deficient secondary phosphine oxides is reported. The resulting tertiary phosphine oxides can be reduced to prepare a range of PHOX ligands. The presented strategy is a useful alternative to known methods for constructing PHOX derivatives.
    Citation
    McDougal NT, Streuff J, Mukherjee H, Virgil SC, Stoltz BM (2010) Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides. Tetrahedron Letters 51: 5550–5554. Available: http://dx.doi.org/10.1016/j.tetlet.2010.08.039.
    Sponsors
    This publication is based on the work supported by Award No. KUS-11-006-02, made by King Abdullah University of Science and Technology (KAUST). Additionally, the authors wish to thank NIH-NIGMS (R01 GM 080269-01), the German Academic Exchange Service (DAAD, postdoctoral fellowship to J.S.), Abbott Laboratories, Amgen, the Gordon and Betty Moore Foundation, and Caltech for financial support.
    Publisher
    Elsevier BV
    Journal
    Tetrahedron Letters
    DOI
    10.1016/j.tetlet.2010.08.039
    PubMed ID
    21076623
    PubMed Central ID
    PMC2976555
    ae974a485f413a2113503eed53cd6c53
    10.1016/j.tetlet.2010.08.039
    Scopus Count
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