- Antimalarial effect of 3-methoxy-1,2-dioxetanes on the erythrocytic cycle of Plasmodium falciparum
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The antimalarial activity of peroxides most likely originates from their interaction with iron(II) species located inside the malaria parasite, which forms destructive radical species through a Fenton-like mechanism. This article reports the first evaluat
- Lopes, Nicolas S.,Yoshitake, Ariane M.,Silva, Adriana F.,Oliveira, Vani X.,Silva, Leandro S.,Pinheiro, Ana A. S.,Ciscato, Luiz Francisco M. L.
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Read Online
- Chemiluminescence-promoted oxidation of alkyl enol ethers by NHPI under mild conditions and in the dark
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The hydroperoxidation of alkyl enol ethers using N-hydroxyphthalimide and molecular oxygen occurred in the absence of catalyst, initiator, or light. The reaction proceeds through a radical mechanism that is initiated by N-hydroxyphthalimide-promoted autoxidation of the enol ether substrate. The resulting dioxetane products decompose in a chemiluminescent reaction that allows for photochemical activation of N-hydroxyphthalimide in the absence of other light sources.
- Anderson,Andia, Alexander A.,Woerpel
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supporting information
(2021/02/03)
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- Practical preparation of methyl vinyl ethers through the direct coupling of ketones with CHCl2OMe promoted by Mg/TiCl4/THF
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Herein we utilized a new methylene carbenoid as an extremely simple and highly practical reagent for the preparation of vinyl ether with good to excellent yield. This method efficiently effects methoxymethylenation or vinyl ether formation of enolizable, nonenolizable, and sterically hindered ketones. The complexation of Ti–Mg–CHOMe was facilitated, presumably, by THF dramatically increasing the feasibility; and scope of this protocol is to produce vinyl ethers which can be used as convenient building blocks for the preparation of biologically useful molecules.
- Ananthan, Bakthavachalam,Yan, Tu-Hsin
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supporting information
p. 753 - 760
(2018/03/12)
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- Spiroindoline carbocycle derivatives and pharmaceutical compositions thereof
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Spiroindoline carbocycle derivatives, process for their preparation and pharmaceutical compositions thereof, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis
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Paragraph 0127; 0128
(2015/06/17)
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- Silica-immobilized chiral dirhodium(II) catalyst for enantioselective carbenoid reactions
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A silica-supported dirhodium(II) tetraprolinate catalyst was synthesized in four steps from l-proline and used in a range of enantioselective transformations of donor/acceptor carbenoids. These include cyclopropenation, cyclopropanation, tandem ylide form
- Chepiga, Kathryn M.,Feng, Yan,Brunelli, Nicholas A.,Jones, Christopher W.,Davies, Huw M. L.
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supporting information
p. 6136 - 6139
(2014/01/17)
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- Discovery of vinylcycloalkyl-substituted benzimidazole TRPM8 antagonists effective in the treatment of cold allodynia
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Thermosensitive transient receptor potential melastatin 8 (TRPM8) antagonists are considered to be potential therapeutic agents for the treatment of cold hypersensitivity. The discovery of a new class of TRPM8 antagonists that shows in vivo efficacy in the rat chronic constriction injury (CCI)-induced model of neuropathic pain is described.
- Calvo, Raul R.,Meegalla, Sanath K.,Parks, Daniel J.,Parsons, William H.,Ballentine, Shelley K.,Lubin, Mary Lou,Schneider, Craig,Colburn, Raymond W.,Flores, Christopher M.,Player, Mark R.
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scheme or table
p. 1903 - 1907
(2012/04/04)
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- Synthesis of Cyclic and Acyclic Enol Ethers (Vinyl Ethers)
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A general method has been developed for the conversion of both cyclic and acyclic acetals of cyclic ketones, acyclic ketones, and aldehydes into enol ethers through treatment of the acetal with trimethylsilyl triflate in the presence of N,N-diisopropylethylamine.The range of isolated yields of enol ethers from the various classes of acetals was as follows: cyclic acetals of cyclic ketones, 83-98percent; acyclic acetals of ketones, 72-94percent; acyclic and cyclic acetals of aldehydes, 65-90percent.
- Gassman, Paul G.,Burns, Stephen J.,Pfister, Keith B.
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p. 1449 - 1457
(2007/10/02)
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- METHANOLYSIS OF DIMETHYL (1-DIAZO-2-OXOPROPYL)PHOSPHONATE: GENERATION OF DIMETHYL (DIAZOMETHYL)PHOSPHONATE AND REACTION WITH CARBONYL COMPOUNDS
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Dimethyl (1-diazo-2-oxopropyl)phosphonate (3) was transformed to dimethyl (diazomethyl)phosphonate (4), which was used for the synthesis of enol ethers or alkyne without isolation.
- Ohira, Susumu
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p. 561 - 564
(2007/10/02)
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- Hetero-Diels-Alder Reaction of Enaminecarbaldehydes An Entry to Branched Aminosugars
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N-acyl-enaminecarbaldehydes 6a - g with an electron accepting group in the α-position react in a hetero-Diels-Alder cycloaddition with enolethers 7a - g to 4-amino-dihydropyrans 8a - g, 9a - g and 10a - g.This reaction represents a convenient entry to branched aminosugars of the garosamine-type.The rate of the cycloaddition depends strongly on the N-acyl group in 6.However, the phtalimide 11 does not react because of deconjugation of the electron accepting function in the α-position.
- Tietze, Lutz F.,Voss, Edgar,Harms, Klaus,Sheldrick, George M.
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p. 5273 - 5276
(2007/10/02)
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- Une nouvelle voie d'acces aux spirodecanes fonctionnalises
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A synthetic original approach to functionalizedspirodecanes is reported.Starting from cyclohexanone, the keystep is the formation of the spiranic skeleton by cyclization of functionalized allenic compounds.The β-allenic aldehyde 11 is easily obtained, in two steps, from cyclohexanone via vinylpropargylic ether 10 formation and Claisen rearrangement.Attempted preparation of the γ-allenic aldehyde 3 proved unsuccessful.But the enol ether 12 may be converted by different reactions into spiranic compounds, among which alcohol 4 and ketone 18.The formation of these products can be rationalized by cyclization of the γ-allenic aldehyde 3.
- Roumestant, Marie-Louise,Cavallin, Brigitte,Bertrand, Marcel
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p. 309 - 312
(2007/10/02)
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- Generation of Aldehydic Enol Ethers and Enamines by Olefination of Ketones
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Reaction of aliphatic ketones with dimethyl (diazomethyl)phosphonate (5, R = CH3) in the presence of alcohols and amines afforded enol ethers and enamines, respectively, of the next higher aldehyde.The technique has been found to be applicable to several
- Gilbert, John C.,Weerasooriya, Upali
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p. 448 - 453
(2007/10/02)
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- ELONGATION OF CARBONYL COMPOUNDS BY UTILIZING ELECTROREDUCTION AS A KEY STEP
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This transformation of aldehydes, ketones and esters to the next higher homologous aldehydes was accomplished by utilizing electroreductive 1,2-elimination as a key step.
- Shono, Tatsuya,Matsumura, Yoshihiro,Kashimura, Shigenori
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p. 1545 - 1548
(2007/10/02)
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- A NOVEL ROUTE TO ALDEHYDIC ENOL ETHERS AND ENAMINES
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Base-promoted reaction of dimethyl diazomethylphosphonate (1) with dialkyl and cyclic ketones in the presence of alcohols and of amines affords aldehydic enol ethers and enamines, respectively.
- Gilbert, J. C.,Weerasooriya, U.
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p. 2041 - 2044
(2007/10/02)
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