rdf-syntax-grammar
mods:
  schema location: http://www.loc.gov/mods/v3 http://www.loc.gov/standards/mods/v3/mods-3-2.xsd
  title info:
    title: Selectivity in the Synthesis of Cyclic Sulfonamides
    sub title: Application in the Synthesis of Natural Products
  name:
    name part: Geoghegan, Kimberly.
    role:
      role term: creator
    role:
      role term: author.
  name:
    name part: SpringerLink (Online service)
  type of resource: text
  origin info:
    place:
      place term: gw
    date issued: 2014
    issuance: monographic
  language:
    language term: eng
  physical description:
    form: electronic
    form: electronic resource
    reformatting quality: access
    form: remote
    extent: XIII, 151 p. 257 illus., 24 illus. in color. online resource.
  abstract: In the area of organic chemistry one major challenge we are currently faced with is how to assemble potentially useful molecules in new ways that generate molecular complexity and in sequences that are as efficient as possible. Our efforts in this regard, specifically for the preparation of amino containing compounds incorporating an aromatic ring, are described in this doctoral thesis. We discovered an interesting regioselectivity in an intramolecular Heck reaction, which we studied for a series of substrates that are unbiased in terms of the size of the newly formed ring, where very high levels of selectivity in relation to the new carbon-carbon bond are typically observed. DFT calculations were performed to attempt to shed light on the reaction sequence. This regioselective Heck reaction, combined with the reductive removal of the temporary amino-protecting group, allowed us to synthesize the Sceletium alkaloids: mesembrane, mesembranol and mesembrine.
  table of contents: Introduction -- Regioselectivity in the Heck (Mizoroki-Heck) Reaction -- Wagner-Meerwein Rearrangement of Cyclic Sulfonamides -- An Investigation into the One-Pot Heck Olefination-Hydrogenation Reaction -- Double Reduction of Cyclic Aromatic Sulfonamides -- Experimental.
  note: by Kimberly Geoghegan.
  subject:
    topic: Chemistry
  subject:
    topic: Organic chemistry
  subject:
    topic: Chemistry, Physical and theoretical
  subject:
    topic: Catalysis
  subject:
    topic: Chemistry
  subject:
    topic: Organic Chemistry
  subject:
    topic: Catalysis
  subject:
    topic: Theoretical and Computational Chemistry
  classification: QD415-436
  classification: 547
  related item:
    title info:
      title: Springer eBooks
  related item:
    title info:
      title: Springer Theses, Recognizing Outstanding Ph.D. Research
  identifier: 9783319103389
  identifier: http://dx.doi.org/10.1007/978-3-319-10338-9
  record info:
    record creation date: 140820
    record change date: 20151103125854.0
    record identifier: 978-3-319-10338-9