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Epoxidations and Hydroperoxidations of , -Unsaturated Ketones - An Approach through Asymmetric Organocatalysis (Hardcover, 2011 ed.)
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Epoxidations and Hydroperoxidations of , -Unsaturated Ketones - An Approach through Asymmetric Organocatalysis (Hardcover, 2011 ed.)
Series: Springer Theses
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Corinna Reisinger has developed a new organocatalytic asymmetric
epoxidation of cyclic and acyclic , -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 hydro peroxi dation of , -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.
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