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.
| ISBN: | 9783642435331 |
| Publication date: | 18th July 2014 |
| Author: | Corinna Reisinger |
| Publisher: | Springer an imprint of Springer Berlin Heidelberg |
| Format: | Paperback |
| Pagination: | 260 pages |
| Series: | Springer Theses |
| Genres: |
Organic chemistry Catalysis Industrial chemistry and chemical engineering |
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.
Epoxidations and Hydroperoxidations of A,-Unsaturated Ketones features in the following genres: Organic chemistry, Catalysis, Industrial chemistry and chemical engineering
Epoxidations and Hydroperoxidations of A,-Unsaturated Ketones is available in Paperback
Epoxidations and Hydroperoxidations of A,-Unsaturated Ketones was written by Corinna Reisinger and published by Springer an imprint of Springer Berlin Heidelberg
Epoxidations and Hydroperoxidations of A,-Unsaturated Ketones has 260 pages
Yes it is part of Springer Theses series