The Resource Epoxidations and hydroperoxidations of [alpha],[beta]-unsaturated ketones : an approach through asymmetric organocatalysis, Corinna Reisinger, (electronic resource)

Epoxidations and hydroperoxidations of [alpha],[beta]-unsaturated ketones : an approach through asymmetric organocatalysis, Corinna Reisinger, (electronic resource)

Label
Epoxidations and hydroperoxidations of [alpha],[beta]-unsaturated ketones : an approach through asymmetric organocatalysis
Title
Epoxidations and hydroperoxidations of [alpha],[beta]-unsaturated ketones
Title remainder
an approach through asymmetric organocatalysis
Statement of responsibility
Corinna Reisinger
Creator
Contributor
Provider
Subject
Genre
Language
eng
Summary
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
Member of
Cataloging source
GW5XE
http://library.link/vocab/creatorName
Reisinger, Corinna
Dissertation note
Thesis (PhD.)-- University of Cologne.
Image bit depth
0
LC call number
QD305.K2
LC item number
R45 2012
Literary form
non fiction
Nature of contents
dictionaries
http://library.link/vocab/relatedWorkOrContributorName
SpringerLink
Series statement
Springer Theses, Recognizing Outstanding Ph.D. Research,
http://library.link/vocab/subjectName
  • Ketones
  • Enantioselective catalysis
  • SCIENCE / Chemistry / Organic
  • Enantioselective catalysis
  • Ketones
  • Science des matériaux
  • Chimie
Label
Epoxidations and hydroperoxidations of [alpha],[beta]-unsaturated ketones : an approach through asymmetric organocatalysis, Corinna Reisinger, (electronic resource)
Instantiates
Publication
Antecedent source
mixed
Bibliography note
Includes bibliographical references
Color
not applicable
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
Dimensions
unknown
Extent
1 online resource.
File format
multiple file formats
Form of item
  • online
  • electronic
Isbn
9783642281181
Level of compression
uncompressed
Quality assurance targets
absent
Reformatting quality
access
Specific material designation
remote
System control number
  • (OCoLC)795128871
  • (OCoLC)ocn795128871
Label
Epoxidations and hydroperoxidations of [alpha],[beta]-unsaturated ketones : an approach through asymmetric organocatalysis, Corinna Reisinger, (electronic resource)
Publication
Antecedent source
mixed
Bibliography note
Includes bibliographical references
Color
not applicable
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
Dimensions
unknown
Extent
1 online resource.
File format
multiple file formats
Form of item
  • online
  • electronic
Isbn
9783642281181
Level of compression
uncompressed
Quality assurance targets
absent
Reformatting quality
access
Specific material designation
remote
System control number
  • (OCoLC)795128871
  • (OCoLC)ocn795128871

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