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 catalytic asymmetric synthesis of chiral glycidic acid derivatives through chiral dioxirane-mediated catalytic asymmetric epoxidation of cinnamic acid derivatives.
Ritsuo Imashiro,Masahiko Seki +1 more
TL;DR: Higher enantioselectivities in the asymmetric epoxidation of ( E)-cinnamates than that of (E)-stilbene derivatives were observed and were proposed to be attributed to a dipole-dipole repulsion between oxygen atoms of an ester group in the cinnamate and those of the lactone moieties in the binaphthyl dioxirane.
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Enantioselective epoxidation of alkenes catalyzed by 2-fluoro-N-carbethoxytropinone and related tropinone derivatives.
TL;DR: Several alpha-substituted N-carbethoxytropinones have been evaluated as catalysts for asymmetric epoxidation of alkenes with Oxone, via a dioxirane intermediate and the alpha-acetoxy derivative 7 affords the highest enantioselectivities.
Journal ArticleDOI
Asymmetric epoxidation of cis-alkenes mediated by iminium salts: highly enantioselective synthesis of levcromakalim.
TL;DR: A range of cis-substituted olefins has been epoxidized with a new dihydroisoquinolinium salt catalyst, using tetraphenylphosphonium monoperoxysulfate as the stoichiometric oxidant, giving ee's of up to 97%.
Journal ArticleDOI
Chemo- and enantioselective epoxidation of enynes
TL;DR: In this article, high chemo-and enantioselectivity was obtained for asymmetric epoxidation of conjugated enynes using a fructose-derived chiral ketone as catalyst and Oxone as oxidant.
Journal ArticleDOI
A Class of C2 and Pseudo C2 Symmetric Ketone Catalysts for Asymmetric Epoxidation. Conformational Effect on Catalysis
TL;DR: In this paper, a class of C2 and pseudo C2 symmetric ketones with one fused ring at each side of the carbonyl group have been prepared from quinic acid and found to be effective catalysts for the asymmetric epoxidation of a variety of olefins.