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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Highly Enantioselective Epoxidation of α,β-Unsaturated Ketones Using Amide-Based Cinchona Alkaloids as Hybrid Phase-Transfer Catalysts
TL;DR: This methodology significantly enhance the scale of the process using very low catalyst loading and short reaction times, and can be carried out in 10 cycles, without further catalyst addition to the reaction mixture.
Journal ArticleDOI
In situ aldehyde generation for aldol addition reactions catalyzed by d-fructose-6-phosphate aldolase
TL;DR: In this paper, four sustainable oxidation methods compatible with the activity and stability of the enzymatic aldol addition have been assayed, and the laccase/O 2 /2,2,6,6-6-tetramethylpiperidine- N -oxyl (TEMPO) and alcohol oxidase gave the best results for the N -Cbz-aminoethanol to N -cbrz-glycinal (53%) and furfuryl alcohol to furfural (89%), respectively, followed by the
Journal ArticleDOI
Oxidant-Resistant Hydrogen-Bond-Donating Organocatalyst for Enantioselective Nucleophilic Epoxidation of α,β-Unsaturated Amides
TL;DR: Bifunctional benzothiadiazine-catalyzed epoxidation of α,β-unsaturated amides proceeds efficiently to give chiral 2-oxiranecarboxamides in excellent yields of 89-99'% and with good enantioselectivity of up to 84'% ee as discussed by the authors.
Journal ArticleDOI
Synthesis of (+)-ambrisentan via chiral ketone-catalyzed asymmetric epoxidation.
TL;DR: The synthesis of optically pure (+)-ambrisentan has been achieved from 3,3-diphenylacrylate in four steps with 53% overall yield and >99% ee at the >100 g scale without column purification.
Journal ArticleDOI
Synthesis of chiral crown ethers derived from D-galactose and their application in enantioselective reactions
TL;DR: In this article, a few new α- and β- d -galactopyranoside-based chiral lariat ethers of monoaza-15-crown-5 type were synthesized.
References
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Journal ArticleDOI
Metal-Catalyzed Epoxidations of Alkenes with Hydrogen Peroxide
Benjamin S. Lane,Kevin Burgess +1 more
TL;DR: Metal Oxides Generated in Situ 2461 4.1.
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Advances in Homogeneous and Heterogeneous Catalytic Asymmetric Epoxidation
TL;DR: This paper presents results of aalysis experiment conducted at the Dalian Institute of Chemical Physics of Chinese Academy of Sciences (Dalian 116023) and Jingmen Technological College (Jingmen 448000) using gas chromatography for the recovery of Na6(CO3) from Na2SO4.
Journal ArticleDOI
Green oxidation with aqueous hydrogen peroxide
TL;DR: Aqueous H2O2 is an ideal oxidant, when coupled with a tungstate complex and a quaternary ammonium hydrogensulfate as an acidic phase-transfer catalyst in an economically, technically, and environmentally satisfying manner.