An oxaziridine is an organic molecule that features a three-membered heterocycle containing oxygen, nitrogen, and carbon. In their largest application...
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H2O Oxidation of the imine to the oxaziridine: Me(Et)C=NH + H2O2 → Me(Et)CONH + H2O Condensation of the oxaziridine with a second molecule of ammonia...
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the active dioxirane form before proceeding in the catalytic cycle. Oxaziridines such as chiral N-sulfonyloxaziridines effect enantioselective ketone...
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Davis reagent (redirect from Davis oxaziridine)
Davis reagent (3-phenyl-2-(phenylsulfonyl)-1,2-oxaziridine or 2-(benzenesulfonyl)-3-phenyloxaziridine) is a reagent used for oxidation in the Davis oxidation...
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deficient oxygen of the oxaziridine ring. This reaction type is extended to asymmetric synthesis by the use of chiral oxaziridines derived from camphor (camphorsulfonyl...
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to: Formaldoxime Formamide, or methanamide Nitrosomethane [Wikidata] Oxaziridine This set index page lists chemical structure articles associated with...
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hydrogen peroxide to the oxaziridine, a three-membered ring containing carbon, oxygen, and nitrogen. Next, the oxaziridine gives the hydrazone by treatment...
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In organic chemistry, the Davis oxidation or Davis' oxaziridine oxidation refers to oxidations involving the use of the Davis reagent...
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reactions are useful for the enantioselective synthesis of chiral epoxides. Oxaziridine reagents may also be used to generate epoxides from alkenes. The Sharpless...
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74-88-4 CH3OCH3 dimethyl ether 115-10-6 CH3NH2 methylamine 74-89-5 CH3NO oxaziridine 6827-26-5 CH3OCs caesium methoxide CH3OH methanol 67-56-1 CH3OK potassium...
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reactivity may be reversed for some electron-deficient amines, including oxaziridines, hydroxylamines, oximes, and other N–O substrates. When the amine is...
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heteroatoms Heteroatoms Saturated Unsaturated 2× Nitrogen Diaziridine Diazirine Nitrogen + oxygen Oxaziridine Oxazirine 2× Oxygen Dioxirane (highly unstable)...
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sulfoxides or sulfones, disulfides or thiols to sulfonyl halides, imines to oxaziridines. It can also de-aromatize phenols. Heterogeneous reactions of sodium...
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for alpha-hydroxylation via enol or enolate structures include Davis oxaziridine, oxygen, and various peroxyacids (see Rubottom oxidation). This reagent...
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Imine are oxidized with meta-chloroperoxybenzoic acid (mCPBA) to give an oxaziridines. Imines are intermediates in the alkylation of amines with formic acid...
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polymerization, Fe(acac)3 has been found to catalyze the reaction of N-sulfonyl oxaziridines with olefins to form 1,3-oxazolidine products. GHS: Sigma-Aldrich 517003...
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tert-Butyl hydroperoxide or, more efficiently, (1S)-(+)-(10-camphorsulfonyl)-oxaziridine (CSO). The step of oxidation may be substituted with a sulfurization...
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(10). Oxidation of the enolate of ketone 10 with (-)-camphorsulfonyl oxaziridine (11) gave α-hydroxyketone 12. Reduction of the ketone group with 20 equivalents...
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organic oxidation with an electrophilic source of oxygen such as an oxaziridine or mCPBA. In the Saegusa–Ito oxidation, certain silyl enol ethers are...
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Wei; Carroll, P. J (1992). "Chemistry of Oxaziridines. 17. N-(Phenylsulfonyl)(3,3-dichlorocamphoryl)oxaziridine: A Highly Efficient Reagent for the Asymmetric...
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Johnson–Corey–Chaykovsky reaction and provides an alternative to amine transfer from oxaziridines. Though less widely applied, the reaction has a similar substrate scope...
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synthesis, Dioxiranes are intermediate in the Shi epoxidation reaction. Oxaziridine Ethylene oxide 1,2-Dioxetane 1,3-Dioxetane Lovas, F.J.; Suenram, R.D...
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with peracids (such as cyclic sulfonimines as precursors of reactive oxaziridines) or sugar-based ketones that form bleach-active dioxiranes with hydrogen...
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Retrieved November 28, 2018. "CAREER: Catalyst-controlled Activation of Oxaziridines". nsf.gov. Retrieved November 28, 2018. "Tehshik Yoon". wisc.edu. Retrieved...
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including peroxides (often employed with a transition metal catalyst) and oxaziridines. These reagents do not suffer from the over-oxidation problems and decomposition...
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electron-withdrawing groups: chloramines, hydroxylamines, hydrazines, and oxaziridines, for instance. Addition reactions have employed imines, oximes, azides...
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for oxidations of electron-poor double bonds, and sulfonyl-substituted oxaziridines are effective for electron-rich double bonds. Metal-based oxidants are...
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of chiral amine derivatives. The reagents are commonly called Davis oxaziridines and Davis sulfinamides, respectively. Davis oxidation and Davis' reagent...
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compounds and synthesis via perfluorinated reagents (perfluorinated oxaziridines as powerful yet selective oxidizing agents) fluorinated contrast agents...
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catalyst. The acyloin group in 13 was introduced by KHMDS and Davis’ oxaziridine (see Holton Taxol total synthesis for another use of this system) and...
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