Overview
- Nominated by the Max-Planck-Institut für Kohlenforschung for a Springer Theses Prize
- A breakthrough in the field of asymmetric epoxidation chemistry
- This work could lead to numerous commercial applications
- Includes supplementary material: sn.pub/extras
Part of the book series: Springer Theses (Springer Theses)
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Table of contents (7 chapters)
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Front Matter
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Back Matter
Keywords
About this book
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.
Authors and Affiliations
Bibliographic Information
Book Title: Epoxidations and Hydroperoxidations of α,β-Unsaturated Ketones
Book Subtitle: An Approach through Asymmetric Organocatalysis
Authors: Corinna Reisinger
Series Title: Springer Theses
DOI: https://doi.org/10.1007/978-3-642-28118-1
Publisher: Springer Berlin, Heidelberg
eBook Packages: Chemistry and Materials Science, Chemistry and Material Science (R0)
Copyright Information: Springer-Verlag Berlin Heidelberg 2012
Hardcover ISBN: 978-3-642-28117-4Published: 07 June 2012
Softcover ISBN: 978-3-642-43533-1Published: 18 July 2014
eBook ISBN: 978-3-642-28118-1Published: 01 June 2012
Series ISSN: 2190-5053
Series E-ISSN: 2190-5061
Edition Number: 1
Number of Pages: XVI, 260
Topics: Organic Chemistry, Catalysis, Industrial Chemistry/Chemical Engineering