Epoxidations and hydroperoxidations of a,b-unsaturated ketones : an approach through asymmetric organocatalysis

Corinna Reisinger has developed a new organocatalytic asymmetric epoxidation of cyclic and acyclic a,b-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...

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محفوظ في:
التفاصيل البيبلوغرافية
المؤلف الرئيسي: Reisinger, Corinna, 19..-
التنسيق: Livre numérique
اللغة:Anglais
منشور في: Berlin, Heidelberg : Springer Berlin Heidelberg [20..].
Cham : Springer Nature
الطبعة:1st ed. 2012.
سلاسل:Springer Theses, Recognizing Outstanding Ph.D. Research
الوصول للمادة أونلاين:Accès sur la plateforme de l'éditeur
Accès sur la plateforme Istex
Accès Université d'Orléans
Accès INSA CVL
ملاحظة: Archives Springer e-books (Licence nationale)
Archives Springer e-books (Licence nationale)
Autres localisations: Voir dans le Sudoc
Edition sous un autre format:• Epoxidations and Hydroperoxidations of a,b-Unsaturated Ketones, Texte imprimé, 9783642281174
• Epoxidations and Hydroperoxidations of a,b-Unsaturated Ketones, Texte imprimé, 9783642281198
• Epoxidations and Hydroperoxidations of a,b-Unsaturated Ketones, Texte imprimé, 9783642435331
• Epoxidations and Hydroperoxidations of a,b-Unsaturated Ketones, Texte imprimé, 9783642281174
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245 1 0 |a Epoxidations and hydroperoxidations of a,b-unsaturated ketones :  |b an approach through asymmetric organocatalysis   |c by Corinna Reisinger. 
250 |a 1st ed. 2012. 
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505 1 |a 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 
506 |a Accès en ligne pour les établissements français bénéficiaires des licences nationales 
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520 |a Corinna Reisinger has developed a new organocatalytic asymmetric epoxidation of cyclic and acyclic a,b-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 a,b-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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