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    Development of Novel Transition Metal Catalyzed Transformations Involving Small, Strained Carbocycles

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    Sherrill_ku_0099D_10245_DATA_1.pdf (2.823Mb)
    Issue Date
    2009-01-01
    Author
    Sherrill, William M.
    Publisher
    University of Kansas
    Format
    343 pages
    Type
    Dissertation
    Degree Level
    Ph.D.
    Discipline
    Chemistry
    Rights
    This item is protected by copyright and unless otherwise specified the copyright of this thesis/dissertation is held by the author.
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    Abstract
    This document deals with 3-membered carbocycles; their use as ligands for the asymmetric Heck reaction (AHR), the development of novel methods for their synthesis, and reactions for their further functionalization. The first chapter discusses a novel class of cyclopropyl containing phosphanyl-oxazoline (PHOX) ligands which were developed for the palladium catalyzed AHR coupling of aryl-triflates with furans. The following chapter addresses the development of a high-throughput method for the asymmetric hydroformylation of styrenes. The final chapter discusses two methods for the synthesis of cyclopropenes, one of which involves the using of 18-crown-6 for facilitation of the dehydrobromination of cyclopropyl monobromides. The cyclopropenes obtained via these methods were then used in the development of an asymmetric, rhodium catalyzed hydroformylation process which resulted in the formation of chiral, non-racemic cyclopropylcarboxaldehydes in reasonable yield and ee.
    URI
    http://hdl.handle.net/1808/5260
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    • Dissertations [4472]
    • Chemistry Dissertations and Theses [336]

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    785-864-8983
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    785-864-8983

    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
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    Contact KU ScholarWorks
    785-864-8983
    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    785-864-8983

    KU Libraries
    1425 Jayhawk Blvd
    Lawrence, KS 66045
    Image Credits
     

     

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