KU ScholarWorks

  • myKU
  • Email
  • Enroll & Pay
  • KU Directory
    • Login
    View Item 
    •   KU ScholarWorks
    • Dissertations and Theses
    • Dissertations
    • View Item
    •   KU ScholarWorks
    • Dissertations and Theses
    • Dissertations
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Phosphate Tether-Mediated Metathesis Studies and Application Towards Natural Product Synthesis

    Thumbnail
    View/Open
    Maitra_ku_0099D_14181_DATA_1.pdf (8.352Mb)
    Issue Date
    2015-08-31
    Author
    Maitra, Soma
    Publisher
    University of Kansas
    Format
    328 pages
    Type
    Dissertation
    Degree Level
    Ph.D.
    Discipline
    Chemistry
    Rights
    Copyright held by the author.
    Metadata
    Show full item record
    Abstract
    Over the past decade, work in our lab has focused on phosphate tether-mediated desymmetrization of C2-symmetric 1,3-anti-dienediol via ring-closing metathesis (RCM) to afford P-stereogenic bicyclo[4.3.1]phosphates. However, efforts in this direction relied solely on phosphate tether-mediated coupling of allylic alcohol cross partners with 1,3-anti-dienediol synthons leading to the formation of simple bicyclo[4.3.1]phosphates and their applications in natural product synthesis. The objective of this dissertation work is to advance the phosphate tether-mediated methods to include the construction of complex bicyclo[n.3.1]phosphates via ring-closing metathesis (RCM). The RCM study, discussed in detail in Chapter 2, highlights the synthetic potential of phosphates as a temporary tethers in facilitating the coupling of complex fragments to produce novel P-stereogenic bicyclic phosphate scaffolds. Chapter 3 describes the development of phosphate tether-mediated one-pot and two-pot sequential metathesis/reduction protocols towards the stereodivergent synthesis of complex polyols. The potential application of phosphate tether-mediated reactions en route to the synthesis of the C9–C25 fragment of spirastrellolide B is discussed in Chapter 4.
    URI
    http://hdl.handle.net/1808/25376
    Collections
    • Dissertations [3314]

    Items in KU ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.


    We want to hear from you! Please share your stories about how Open Access to this item benefits YOU.


    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
     

     

    Browse

    All of KU ScholarWorksCommunities & CollectionsThis Collection

    My Account

    LoginRegister

    Statistics

    View Usage Statistics

    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
     

     

      Contact KU ScholarWorks
    Lawrence, KS | Maps
     
    • Academics
    • Admission
    • Alumni
    • Athletics
    • Campuses
    • Giving
    • Jobs

    The University of Kansas prohibits discrimination on the basis of race, color, ethnicity, religion, sex, national origin, age, ancestry, disability, status as a veteran, sexual orientation, marital status, parental status, gender identity, gender expression and genetic information in the University’s programs and activities. The following person has been designated to handle inquiries regarding the non-discrimination policies: Director of the Office of Institutional Opportunity and Access, IOA@ku.edu, 1246 W. Campus Road, Room 153A, Lawrence, KS, 66045, (785)864-6414, 711 TTY.

     Contact KU
    Lawrence, KS | Maps