Journal ArticleDOI
Organocatalytic Oxidation. Asymmetric Epoxidation of Olefins Catalyzed by Chiral Ketones and Iminium Salts
O. Andrea Wong,Yian Shi +1 more
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.read more
Citations
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Journal ArticleDOI
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
Organocatalytic asymmetric epoxidation and aziridination of olefins and their synthetic applications.
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
A practical synthesis of N-aryl-substituted oxazolidinone-containing ketone catalysts for asymmetric epoxidation
TL;DR: N-Aryl-substituted oxazolidinone-containing ketone catalysts for asymmetric epoxidation of olefins can be efficiently prepared from d -glucose and anilines.
Journal ArticleDOI
Thermal decomposition of dimethyldioxirane
Leslie A. Hull,Lalbachan Budhai +1 more
TL;DR: In this article, the thermal decomposition of DMDO was followed by uv/vis spectroscopy at 340 nm, and it was shown that the dioxybiradical produced by cleavage of the OO bond shows an activation energy of about 10 kcal/m for reclosure back to the DMDOs.
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Exploring structural effects of ketone catalysts on asymmetric epoxidation of olefins
TL;DR: The authors showed that substituents on the spiro ring of the ketone catalysts have profound effects on enantioselectivity, and that van der Waals forces and/or hydrophobic interactions between the olefin substitution and the nitrogen substituent of the oxazolidinone may also be involved in stereodifferentiation.
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Cyclohexanones derived from dihydrocarvone as precursor of chiral dioxiranes for epoxidation of olefins
TL;DR: In this article, it was shown that substitution of the H at C8 by a substituent containing an oxygen atom increases the enantioselectivities of trans stilbene, trans methyl p -methoxy cinnamate, trans cinnamyl alcohol and derivatives.
Journal ArticleDOI
Highly stereoselective intramolecular epoxidation in unsaturated oxaziridines
TL;DR: Highly stereoselective intramolecular epoxidation is observed in unsaturated oxaziridines via oxAZiridinium salts via oxazirsodium salts, consistent with a spiro transition state for the intramolescular ep oxidation.