Epoxidations and Hydroperoxidations of α,β-Unsaturated Ketones An Approach through Asymmetric Organocatalysis /

• Main Author: Reisinger, Corinna (Author)
• Corporate Author: SpringerLink (Online service)
• Format: Electronic eBook
• Language: English
• Published: Berlin, Heidelberg : Springer Berlin Heidelberg : Imprint: Springer, 2012.
• Series: Springer Theses, Recognizing Outstanding Ph.D. Research,
• Subjects: Chemistry.; Organic chemistry.; Chemical engineering.; Catalysis.; Organic Chemistry.; Industrial Chemistry/Chemical Engineering.

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 descr...

Table of 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.