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: Epoxidations and Hydroperoxidations of α,β-Unsaturated Ketones
    sub title: An Approach through Asymmetric Organocatalysis
  name:
    name part: Reisinger, Corinna.
    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: 2012
    issuance: monographic
  language:
    language term: eng
  physical description:
    form: electronic
    form: electronic resource
    reformatting quality: access
    form: remote
    extent: XVI, 260 p. online resource.
  abstract: Corinna Reisinger has developed a new organocatalytic asymmetric epoxidation of cyclic and acyclic α,β-unsaturated ketones. In this thesis, Corinna documents her methodology, using primary amine salts as catalysts, and hydrogen peroxide as an inexpensive and environmentally benign oxidant. She describes the unprecedented and powerful catalytic asymmetric hydro­peroxi­dation of α,β-enones, a process which produces optically active five-membered cyclic peroxyhemiketals in a single operation. She also proves the versatility and synthetic value of the cyclic peroxyhemiketals by converting them into highly enantioenriched acyclic and cyclic aldol products. Currently, these cyclic aldol products are inaccessible by any other synthetic means. Furthermore, cyclic peroxyhemiketals are precursors to optically active 1,2-dioxolanes which are of biological relevance. This work is a breakthrough in the field of asymmetric epoxidation chemistry and outlines the most efficient method in the literature for generating highly enantioselective cyclic epoxyketones known to date.
  table of contents: Background -- Asymmetric Organocatalysis -- Catalytic Asymmetric Epoxidation of Electron-Deficient Olefins -- Synthesis and Relevance of 3-Hydroxy-1,2-dioxolanes and 1,2-Dioxolanes -- Objectives of this Ph.D. Work -- Results and Discussion -- Catalytic Asymmetric Epoxidation of Cyclic Enones -- Catalytic Asymmetric Epoxidation and Hydroperoxidation of Acyclic Enones -- Synthetic Transformations of Optically Active a,ß-Epoxy Ketones and 3-Hydroxy-1,2-dioxolanes -- Summary and Conclusions -- Mechanistic Considerations -- Preparation of Starting Materials -- Catalyst Synthesis -- Summary -- Outlook -- Experimental Part -- General Experimental Conditions -- Catalytic Asymmetric Epoxidation of Cyclic Enones -- Catalytic Asymmetric Hydroperoxidation and Epoxidation of Acyclic Enones -- Synthetic Transformations of Optically Active Products -- Preparation of Starting Materials -- Catalyst Synthesis.
  note: by Corinna Reisinger.
  subject:
    topic: Chemistry
  subject:
    topic: Organic chemistry
  subject:
    topic: Chemical engineering
  subject:
    topic: Catalysis
  subject:
    topic: Chemistry
  subject:
    topic: Organic Chemistry
  subject:
    topic: Catalysis
  subject:
    topic: Industrial Chemistry/Chemical Engineering
  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: 9783642281181
  identifier: http://dx.doi.org/10.1007/978-3-642-28118-1
  record info:
    record creation date: 120531
    record change date: 20151204174112.0
    record identifier: 978-3-642-28118-1