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Journal ArticleDOI

Organocatalytic Oxidation. Asymmetric Epoxidation of Olefins Catalyzed by Chiral Ketones and Iminium Salts

O. Andrea Wong, +1 more
- 01 Jul 2008 - 
- Vol. 108, Iss: 9, pp 3958-3987
TLDR
Ketones with an Attached Chiral Moiety, Chiral Iminium Salt-Catalyzed Epoxidation, and Other Carbohydrate-Based Catalysts 3976 2.8.2.
Abstract
2.6.4. Other Carbohydrate-Based Catalysts 3976 2.7. Carbocyclic Ketones 3977 2.8. Ketones with an Attached Chiral Moiety 3979 3. Chiral Iminium Salt-Catalyzed Epoxidation 3979 3.

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Citations
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Enzyme-mediated oxidations for the chemist

TL;DR: The present state of the art in the use of enzymes and microorganisms for catalytic oxidation and oxyfunctionalization chemistry is reviewed.
Journal ArticleDOI

Recent advances in catalytic asymmetric epoxidation using the environmentally benign oxidant hydrogen peroxide and its derivatives.

TL;DR: A critical review discusses the advances that have been made using both metal-based and organocatalytic homogeneous catalysts to produce epoxides using environmentally benign oxidants, especially hydrogen peroxide.
Journal ArticleDOI

An organocatalytic asymmetric chlorolactonization.

TL;DR: This work represents the first example of an enantioselective reagent-controlled chlorolactonization that approaches synthetically useful enantiOSElectivities.
Journal ArticleDOI

Catalytic Asymmetric Oxygenations with the Environmentally Benign Oxidants H2O2 and O2.

TL;DR: An overview of catalyst systems capable of conducting asymmetric oxygenative transformations of organic molecules and, in line with the major trend to sustainability, relying on green oxidants H2O2 and O2 as the ultimate oxygen source is given.
References
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Journal ArticleDOI

Oligopeptides as catalysts for asymmetric epoxidation.

TL;DR: Oligopeptides are versatile catalysts for the enantioselective epoxidation of electron deficient alkenes with alkaline hydrogen peroxide and rationalisation of the stereoselectivity by an active site model is described.
Journal ArticleDOI

Chemistry of dioxiranes. 21. Thermal reactions of dioxiranes

TL;DR: In this paper, a free-radical mechanish involving H atom abstraction from the ketones is proposed to convert the resulting radicals to the observed esters by reaction with acyloxy radicals derived from homolysis of the dioxiranes.
Journal ArticleDOI

Asymmetric epoxidation using hydrogen peroxide (H2O2) as primary oxidant

TL;DR: In this article, high enantioselectivities were obtained for asymmetric epoxidation of olefins using a fructose-derived chiral ketone as catalyst and hydrogen peroxide as primary oxidant.
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