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
More filters
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
More filters
Journal ArticleDOI
Design of Efficient Ketone Catalysts for Epoxidation by Using the Field Effect
TL;DR: By using the field effect (through-space charge-dipoles or dipole−dipole interactions), efficient ketone catalysts 7 and 10 were developed for in situ epoxidation of olefins with Oxone.
Journal ArticleDOI
Electronic probing of ketone catalysts for asymmetric epoxidation. Search for more robust catalysts.
Hongqi Tian,Xuegong She,Yian Shi +2 more
TL;DR: These new ketones give high yields and ee's with only 1-5 mol % catalyst, and show that the electronic effect is very important for the ketone-catalyzed epoxidation.
Journal ArticleDOI
New C2-symmetric chiral ketones for catalytic asymmetric epoxidation of unfunctionalized olefins
TL;DR: Using new C 2 -symmetric chiral ketones 4 and 6 as precursors for chiral dioxiranes generated in situ, the asymmetric epoxidation of olefins has been achieved in moderate ee as discussed by the authors.
Journal ArticleDOI
Enantioselective epoxidation of conjugated cis-enynes by chiral dioxirane.
Christopher P. Burke,Yian Shi +1 more
TL;DR: This paper describes a highly chemo- and enantioselective epoxidation of conjugated cis-enynes using readily available glucose-derived ketone 2 as catalyst and Oxone as oxidant to form cis-propargyl epoxides in high ee's.
Journal ArticleDOI
Synthesis of optically active C2-symmetric ketones for the asymmetric epoxidation of prochiral olefins by dioxiranes generated in situ with CaroateTM as a peroxide source
Waldemar Adam,Cong Gui Zhao +1 more
TL;DR: In this paper, optically active C 2 -symmetric ketones 3a (from mannitol) and 3b (from TADDOL) were prepared and the in situ generated dioxiranes (with Caroate TM as peroxide source) were shown to serve as effective oxidants for the asymmetric epoxidation (e values up to 81%) of prochiral trans and trisubstituted olefins.