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Epoxidations and hydroperoxidations of [alpha],[beta]-unsaturated ketones [Elektronski vir] : an approach through asymmetric organocatalysisReisinger, CorinnaCorinna Reisinger has developed a new organocatalytic asymmetric epoxidation of cyclic and acyclic [alpha],[beta]-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 [alpha],[beta]-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 dateType of material - dissertationPublication and manufacture - Berlin ; New York : Springer, cop. 2012Language - englishISBN - 978-3-642-28118-1; 3-642-28118-4COBISS.SI-ID - 1545146847
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SpringerLink e-books 2008-2012Celotno besedilo dostopno za uporabnike SpringerLink slovenskega konzorcija neprofitnih institucij
Full text accessible to the users of SpringerLink Slovenian Consortium of Non-Profit Institutions
DOI
Author
Reisinger, Corinna
Collection
Springer theses
Topics
Ketones |
Enantioselective catalysis |
SCIENCE / Chemistry / Organic |
Enantioselective catalysis |
Ketones |
Science des matériaux |
Chimie |
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