- Friedel-Crafts reactions in water of carbonyl compounds with heteroaromatic compounds
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The development of Friedel-Crafts reaction in H2O of carbonyl compounds is presented; a series of different heteroaromatic compounds react with ethyl glyoxylate to give the Friedel-Crafts addition adducts in good yields in various H2O solutions.
- Zhuang, Wei,Jorgensen, Karl Anker
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Read Online
- Indolizines Enabling Rapid Uncaging of Alcohols and Carboxylic Acids by Red Light-Induced Photooxidation
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The irradiation of red light-emitting-diode light (λ = 660 nm) to 3-acyl-2-methoxyindolizines in the presence of a catalytic amount of methylene blue triggered the photooxidation of the indolizine ring, resulting in a nearly quantitative release of alcohols or carboxylic acids within a few minutes. The method was applicable for photouncaging various functional molecules such as a carboxylic anticancer drug and a phenolic fluorescent dye from the corresponding indolizine conjugates, including an insulin-indolizine-dye conjugate.
- Watanabe, Kenji,Terao, Nodoka,Kii, Isao,Nakagawa, Reiko,Niwa, Takashi,Hosoya, Takamitsu
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supporting information
p. 5434 - 5438
(2020/07/24)
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- Asymmetric Catalytic Aza-Diels–Alder/Ring-Closing Cascade Reaction Forming Bicyclic Azaheterocycles by Trienamine Catalysis
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An asymmetric catalytic aza-Diels–Alder/ring-closing cascade reaction between acylhydrazones and in situ formed trienamines is presented. The reaction proceeds through a formal aza-Diels–Alder cycloaddition, followed by a ring-closing reaction forming the hemiaminal ring leading to chiral bicyclic azaheterocycles in moderate to good yield (up to 71 %), good enantio- (up to 92 % ee) and diastereoselectivity (up to >20:1 d.r.). Furthermore, transformations are presented to show the potential application of the formed product.
- Li, Yang,Barl?se, Casper,J?rgensen, Julie,Carlsen, Bj?rn Drei?,J?rgensen, Karl Anker
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supporting information
p. 38 - 41
(2017/01/09)
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- A β-Carbon elimination strategy for convenient: In situ access to cyclopentadienyl metal complexes
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The electronic and steric properties of tailored cyclopentadienyl (Cp) ligands are powerful handles to modulate the catalytic properties of their metal complexes. This requires the individual preparation, purification and storage of each ligand/metal combination. Alternative, ideally in situ, complexation protocols would be of high utility. We disclose a new approach to access Cp metal complexes. Common metal precursors rapidly react with cyclopentadienyl carbinols via β-carbon eliminations to directly give the Cp-metal complexes. An advantage of this is the direct and flexible use of storable pre-ligands. No auxiliary base is required and the Cp complexes can be prepared in situ in the reaction vessel for subsequent catalytic transformations.
- Smits,Audic,Wodrich,Corminboeuf,Cramer
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p. 7174 - 7179
(2017/10/05)
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- Synthesis, structure and antiproliferative activity of chiral polyamines based on a 2-azanorbornane skeleton
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A series of enantiopure 2-azanorbornane-based amines were prepared via a stereoselective aza-Diels–Alder reaction and further modifications of the obtained cycloadduct. In particular, derivatives containing two bicyclic moieties linked by [Formula presented] fragments were synthesized. Two dimeric derivatives exhibited a significant antiproliferative activity against selected cell lines, comparable to cisplatin in certain cases.
- Kamińska, Karolina,Wojaczyńska, El?bieta,Wietrzyk, Joanna,Turlej, Eliza,B?a?ejczyk, Agnieszka,Wieczorek, Robert
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p. 753 - 758
(2016/07/29)
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- Importance of the Electron Correlation and Dispersion Corrections in Calculations Involving Enamines, Hemiaminals, and Aminals. Comparison of B3LYP, M06-2X, MP2, and CCSD Results with Experimental Data
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While B3LYP, M06-2X, and MP2 calculations predict the δG° values for exchange equilibria between enamines and ketones with similar acceptable accuracy, the M06-2X/6-311+G(d,p) and MP2/6-311+G(d,p) methods are required for enamine formation reactions (for example, for enamine 5a, arising from 3-methylbutanal and pyrrolidine). Stronger disagreement was observed when calculated energies of hemiaminals (N,O-acetals) and aminals (N,N-acetals) were compared with experimental equilibrium constants, which are reported here for the first time. Although it is known that the B3LYP method does not provide a good description of the London dispersion forces, while M06-2X and MP2 may overestimate them, it is shown here how large the gaps are and that at least single-point calculations at the CCSD(T)/6-31+G(d) level should be used for these reaction intermediates; CCSD(T)/6-31+G(d) and CCSD(T)/6-311+G(d,p) calculations afford δG° values in some cases quite close to MP2/6-311+G(d,p) while in others closer to M06-2X/6-311+G(d,p). The effect of solvents is similarly predicted by the SMD, CPCM, and IEFPCM approaches (with energy differences below 1 kcal/mol).
- Castro-Alvarez, Alejandro,Carneros, Héctor,Sánchez, Dani,Vilarrasa, Jaume
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supporting information
p. 11977 - 11985
(2016/01/09)
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- Stereoselective preparation of chiral compounds in Mannich-type reactions of a bicyclic imine and phenols or indole Dedicated to Professor Jacek Skarzewski on the occasion of his 65th birthday
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Mannich-type reactions of a chiral bicyclic imine and various nucleophiles yield the corresponding adducts with good to high diastereoselectivity. The influence of the reaction conditions on the yield and stereochemical outcome is investigated. The configuration of the products is established by 1H NMR spectroscopy, and the major isomers of two adducts are characterized by X-ray crystallography.
- Iwanejko, Jakub,Wojaczyńska, Elzbieta,Wojaczyński, Jacek,B?kowicz, Julia
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supporting information
p. 6619 - 6622
(2015/02/18)
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- METHOD FOR THE CATALYTIC REDUCTION OF ACID CHLORIDES AND IMIDOYL CHLORIDES
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The present application relates to methods for the catalytic reduction of acid chlorides and/or imidoyl chlorides. The methods comprise reacting the acid chloride or imidoyl chloride with a silane reducing agent in the presence of a catalyst such as [Cp(Pri3P)Ru(NCMe)2]+[PF6]?.
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Paragraph 0104
(2014/08/19)
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- Linearization of carbohydrate derived polycyclic frameworks
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We report easy access to carbohydrate derived diverse tricyclic skeletons which could be beneficial for exploring polyfunctionalized chiral alicycles. The key reaction to assemble a sugar fused tricyclic core is intermolecular tandem esterification and 1,3-dipolar cycloaddition. The framework was elaborated using amide forming reactions, opening of isoxazolidine rings followed by N and O-acylations. The sequences provide distinct, spatially separated and encoded chemical entities that may pave the way to investigate cell functions.
- Singh, Priyanka,Panda, Gautam
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p. 31892 - 31903
(2014/08/18)
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- Monoimine derived from trans-1,2-diaminocyclohexane and ethyl glyoxylate: An intermediate in aza-Diels-Alder and Mannich reactions
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Novel enantiopure policyclic nitrogen heterocycles have been obtained in the diastereoselective aza-Diels-Alder or Mannich reaction of dienes with imine formed in situ from ethyl glyoxylate and (1R,2R)-diaminocyclohexane.
- Wojaczynska, Elzibieta,Baikowicz, Julia,Dorsz, Mateusz,Skarziewski, Jacek
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p. 2808 - 2811
(2013/04/23)
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- Chemoselective ruthenium-catalyzed reduction of acid chlorides to aldehydes with dimethylphenylsilane
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A variety of aromatic and alkyl acid chlorides can be selectively converted into aldehydes using dimethylphenyl silane (HSiMe2Ph) as the reducing reagent in the presence of the cationic ruthenium catalyst {Cp[(i-Pr)3P]Ru(NCMe)2}+ [PF6] -. The reactions proceed under very mild conditions and are tolerant to many functional groups. Copyright
- Gutsulyak, Dmitry V.,Nikonov, Georgii I.
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experimental part
p. 607 - 611
(2012/04/23)
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- PROCESS FOR THE PREPARATION OF ( S ) - 3 - CYANO - 5 - METHYLHEXANOIC ACID DERIVATIVES ADN OF PREGABALIN
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The invention provides a process for the manufacture of a compound of formula (I) using an enzyme catalysed reduction of a compound of formula (lla) or llb). Compounds of formula (I) are useful for preparing pregabalin.
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Page/Page column 24
(2012/03/26)
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- High-yield synthesis of pyrrolidinyl PNA monomers
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Two monomers for the syntheses of conformationally restricted peptide nucleic acids were synthesized through a simple procedure, involving an asymmetric 1,3-dipolar cycloaddition chemistry as a key step, from common starting materials in 3 and 5 steps, and 58.8% and 30.5% overall yields, respectively.
- Merino, Pedro,Greco, Graziella,Tejero, Tomás,Chiacchio, Ugo,Corsaro, Antonino,Pistarà, Venerando,Romeo, Giovanni
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scheme or table
p. 6003 - 6006
(2011/11/30)
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- Kinetics and products of gas-phase reactions of ozone with methyl methacrylate, methyl acrylate, and ethyl acrylate
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The kinetics and products of the gas-phase reactions of ozone with methyl methacrylate, methyl acrylate, and ethyl acrylate have been investigated at 760 Torr total pressure of air and 294 ± 2 K. The rate coefficients obtained (in cm3 molecule-1 s-1 units) were as follows: k(methyl methacrylate) = (6.7 ± 0.9) × 10-18, k(methyl acrylate) = (0.95 ± 0.07) × 10-18, and k(ethyl acrylate) = (1.3 ± 0.1) × 10-18. In addition to formaldehyde being observed as a product of the three reactions, the other major reaction products were methyl pyruvate from reaction of ozone with methyl methacrylate, methyl glyoxylate from reaction of ozone with methyl acrylate, and ethyl glyoxylate from reaction of ozone with ethyl acrylate. Possible reaction mechanisms leading to the observed products are presented and discussed.
- Bernard,Eyglunent,Daele,Mellouki
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experimental part
p. 8376 - 8383
(2011/02/16)
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- Gas-phase pyrolysis of N-alkoxyphthalimides to functionally substituted aldehydes: Kinetic and mechanistic study
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Flash vacuum Pyrolysis (FVP) of primary N-alkoxyphthalimides at 400-500 C° and 0.02 Torr gave functionally substituted aldehydes. A mechanism of this pyrolytic transformation was proposed based on the kinetic data and product analysis. ARKAT USA, Inc.
- Al-Etaibi, Alya M.,Al-Awadi, Nouria A.,Ibrahim, Maher R.,Ibrahim, Yehia A.
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experimental part
p. 149 - 162
(2010/12/25)
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- Highly enantioselective organocatalytic Michael addition of nitroalkanes to 4-oxo-enoates
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A useful Michael addition reaction using nitroalkanes as the nucleophile and 4-oxo-enoates as the Michael acceptor has been disclosed, and the reaction allows expedient access to functionalized chiral γ-keto esters in high yields and excellent enantioselectivities (up to 98% ee), with a low catalyst loading.
- Lu, Hai-Hua,Wang, Xu-Fan,Yao, Chang-Jiang,Zhang, Jian-Ming,Wu, Hong,Xiao, Wen-Jing
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supporting information; experimental part
p. 4251 - 4253
(2011/03/19)
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- Angiotensin I-converting enzyme (ace) inhibitors
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This invention relates to a process for the synthesis of ketomethylene derivatives of the tripeptide Phe-Gly-Pro (“keto-ACE”, compound 5a) and analogues thereof. The synthesis process proceeds via an α,β-unsaturated keto intermediate. A key feature of the process involves a Horner-Emmons olefination of the, -unsaturated keto-phosphonate with ethyl glyoxylate. Keto-ACE analogues produced by the process of the invention display C-domain selectivity.
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Page/Page column 5
(2009/12/04)
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- CONVENIENT AND SCALABLE SYNTHESIS OF ETHYL N-[(2-BOC-AMINO) ETHYL] GLYCINATE AND ITS HYDROCHLORIDE SALT
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The present invention discloses an improved synthesis of ethyl N-[(2-Boc-amino)ethyl]glycinate and its hydrochloride salt. The synthesis is based on the reductive alkylation of Boc-ethylenediamine with ethyl glyoxylate hydrate and furnishes the title compound in near quantitative yield and high purity without chromatography. This compound is suitable, as is, for the synthesis peptide nucleic acid monomers. Further, conversion to the hydrochloride salt provides a stable, non-hygroscopic solid that is a convenient form for handling and storage.
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- A high yielding route to substituted piperidines via the aza-Diels-Alder reaction
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The imine Ph2CHN=CHCO2Et, generated from benzhydrylamine and ethyl glyoxylate, is an excellent dienophile in aza-Diels-Alder reactions, giving diastereomerically pure cycloadducts in high yield.
- Bailey, Patrick D,Smith, Peter D,Pederson, Frederick,Clegg, William,Rosair, Georgina M,Teat, Simon J
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p. 1067 - 1070
(2007/10/03)
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- Unexpected catalyzed C=C bond cleavage by molecular oxygen promoted by a thiyl radical
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Olefin oxidation with molecular oxygen, promoted by a transition metal catalyst and a thiophenol, involved C=C bond cleavage into the corresponding carbonyl derivatives. This new reaction proceeds under one atmosphere of oxygen, at room temperature, in the presence of an excess of thiophenol and a catalyst such as MnL2 3a or VC1L2 3c. It was applied to aromatic and aliphatic olefins, as well as to functionalized or unfunctionalized acyclic compounds, providing the corresponding ketones and aldehydes in up to 98% yield. The synthetic interest of this catalytic oxidation was illustrated by a one-step preparation of the fragrance (-)-4-acetyl-1-methylcyclohexene 7e in 73% isolated yield. The C=C bond cleavage probably results from a catalyzed decomposition of the β-hydroperoxysulfide intermediate 12 that is formed by the radical addition of thiophenol to the olefin in the presence of oxygen. Although an excess of the thiophenol was used, it was transformed into the disulfide which could then be reduced without purification in 83% overall yield, thereby allowing for recycling. In addition, the C=C bond cleavage under oxygen could be promoted by catalytic quantities of the thiyl radical, generated by photolysis of the disulfide; thus, in the presence of 0.1 equiv of bis(4-chlorophenyl) disulfide 4b and 5% of the manganese complex 3a, trans-methylstilbene 1b gave, under radiation, benzaldehyde 6a and acetophenone 7a in up to 95% yield. This new reaction offers an alternative to the classical C=C bond cleavage procedures, and further developments in the fields of bioinorganic and environmental chemistry are likely.
- Baucherel,Uziel,Juge
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p. 4504 - 4510
(2007/10/03)
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- The aza-Diels-Alder reaction protocol - A useful approach to chiral, sterically constrained α-amino acid derivatives
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Different types of polycyclic α-amino acid derivatives are prepared from chiral imines by using well-established aza-Diels-Alder reaction conditions. Simply by varying the diene moiety, different products such as spirocyclic compounds 8 and 9, anthracene 10, and tetrahydroquinolines 15-21 are formed.
- Bertilsson, Sophie K,Ekegren, Jenny K,Modin, Stefan A,Andersson, Pher G
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p. 6399 - 6406
(2007/10/03)
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- A novel series of 2-carboxytetrahydroquinolines provides new insights into the eastern region of glycine site NMDA antagonists
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A series of potent 4-substituted tetrahydroquinolines has been synthesized and biologically tested in order to refine the eastern region of the pharmacophore model for glycine site NMDA antagonists concerning the assessment of lipophilicity, flexibility, and hydrogen bonding. Displacement studies on rat cortical membranes using [3H]-5,7-dichlorokynurenic acid as a radioligand indicated that binding affinities are markedly enhanced when additional hydrogen-accepting groups are introduced into the eastern region of the 2-carboxytetrahydroquinolines. Among the most potent ligands were some urea, sulfonylurea, and crown ether compounds as interesting leads for new diagnostics, especially for the evaluation of PET tracers, which allow biodistribution studies and NMDA receptor studies in the living organism.
- Dannhardt, Gerd,Gruchalla, Markus V.,Kohl, Beate K.,Parsons
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p. 267 - 274
(2007/10/03)
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- The hydroxyl radical reaction rate constant and products of ethyl 3-ethoxypropionate
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The relative rate technique has been used to measure the hydroxyl radical (OH) reaction rate constant of ethyl 3-ethoxypropionate (EEP, CH3CH2-O-CH2CH2C(O)O-CH 2CH3). EEP reacts with OH with a bimolecular rate constant of (22.9 ± 7.4) × 10-12 cm3 molecule-1 s-1 at 297 ± 3 K and l atmosphere total pressure. In order to more clearly define EEP's atmospheric reaction mechanism, an investigation into the OH + EEP reaction products was also conducted. The OH + EEP reaction products and yields observed were: ethyl glyoxate (EG, 25 ± 1% HC(=O)C(=O)-O-CH2CH3), ethyl (2-formyl) acetate (EFA, 4.8 ± 0.2%, HC(=O)-CH2-C(=O)-O-CH2CH3), ethyl (3-formyloxy) propionate (EFP, 30 ± 1%, HC(=O)-O-CH2CH2-C(=O)-O-CH2CH3), ethyl formate (EF, 37 ± 1%, HC(=O)O-CH2CH3), and acetaldehyde (4.9 ± 0.2%, HC(=O)CH3). Neither the EEP's OH rate constant nor the OH/EEP reaction products have been previously reported. The products' formation pathways are discussed in light of current understanding of oxygenated hydrocarbon atmospheric chemistry.
- Steven Baxley,Henley, Michael V.,Wells
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p. 637 - 644
(2007/10/03)
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- SUBSTITUTED 2-ARYLCARBONYLOXYMETHYL-1,2,5-THIADIAZOLIDIN-3-ONE 1,1-DIOXIDE DERIVATIVES AND COMPOSITIONS AND METHOD OF USE THEREOF
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Substituted 2-arylcarbonyloxymethyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide derivatives, pharmaceutical compositions containing them and methods for the treatment of degenerative diseases utilizing them.
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- A Willgerodt-Kindler Type Selenation of Dihalomethane Derivatives, Chloroform, and Sodium Trichloroacetate by Treating with a Base, Elemental Selenium, and an Amine
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Treatment of dihalomethane derivatives, chloroform, or sodium trichloroacetate with elemental selenium in the presence of NaH and an excess amount of an amine gave the corresponding selenoamides, selenoureas, and bis(selenocarbamoyl) triselenides in modest yields. These products were afforded from reactive intermediates related to "selenocarbonyl halides" and "selenophosgenoids" generated by the reaction of dichloromethanide ions and trichloromethanide ion with N-alkylated aminopolyselenide species (R2N-(Se)n-).
- Shimada, Kazuaki,Yamaguchi, Minoru,Sasaki, Tohru,Ohnishi, Kenji,Takikawa, Yuji
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p. 2235 - 2242
(2007/10/03)
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- Ruthenium diphosphine complexes for catalysis; a general synthesis and direct comparisons with rhodium complexes
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A method for the preparation of diphosphineruthenium complexes from a range of diphosphine precursors is described.The stable products, of general formula P2Ru(allyl)acac (P = phosphine ligand), do not catalyse the hydrogenation of alkenes but can easily be converted into catalytically active species by reaction with trimethylsilyl trifluoromethanesulfonate.The chemistry involved in this transformation is discussed.Catalysis of the hydrogenation of a range of alkenes, and direct comparison with related rhodium reductions, is described.Some mechanistic insights are gained through additions of D2 to alkenes and parallel hydrogenations on deuterated solvent, supporting the intervention of conventional dihydride and alkyl hydride intermediates which undergo exchange with solvent at both stages.
- Brown, John M.,Rose, Michael,Knight, Frances I.,Wienand, Anette
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p. 242 - 252
(2007/10/02)
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- Asymmetric synthesis of bicyclic amino acid esters
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The invention is an improved process for producing an optically active compound of formula IV: STR1 wherein R 1, R 2 and R 4 are herein described. The improved process to produce a compound of formula IV comprises:a). reacting a diene with a chiral compound, containing a chiral auxiliary to obtain an olefinic compound;b). removing the chiral auxiliary and reducing the olefin by hydrogenation to obtain a compound of formula IV.
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- Reactions of ethyl 2-acetyl-2-azabicyclohept-5-ene-3-carboxylate and 4-acetylamino-2-oxabicyclooct-7-en-3-one with some electrophiles
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The amide 3 reacted with various electrophilic reagents to give the addition products 5-9; reaction of 3 with m-chloroperoxybenzoic acid (MCPBA) gave the epoxide 10; similarly, the lactone 4 (an isomer of 3) reacted extremely selectively with a variety of electrophiles to give a range of polyfunctionalised bicyclic systems 12-15: reaction with MCPBA gave the epoxide 16 as the major product.
- Hursthouse, Michael B.,Malik, K. M. Abdul,Hibbs, David E.,Roberts, Stanley M.,Seago, Amanda J. H.,et al.
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p. 2419 - 2426
(2007/10/02)
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- A New and Convenient Wittig-type Reaction for the Preparation of Pyrromethenone Derivative
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The reaction of 5-(p-toluenesulfonyl)-3,4-disubstituted Δ3-pyrrolin-2-one with aldehydes in the presence of tributylphosphine and 1,8-diazabicycloundec-7-ene gave the corresponding 5-ethoxymethylene compounds in good yields.A pyrromethenone derivative as a potential equivalent to C/D ring component of phytochromobilin dimethyl ester was effectively prepared by means of the present method.
- Kinoshita, Hideki,Ngwe, Hla,Kobori, Kazuhiro,Inomata, Katsuhiko
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p. 1441 - 1442
(2007/10/02)
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- H2-Antihistaminics, XXXII: Synthesis and H2-Antagonistic Activity of N--1,3,4-oxadiazol-2-amines
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The synthesis and H2-antagonistic activity of N--1,3,4-oxadiazol-2-amine and its 5-substituted derivatives are reported.
- Kraemer, Irene,Schunack, Walter
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p. 1091 - 1098
(2007/10/02)
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- α-BROMO-α-ETHOXY-ACETIC DERIVATIVES AS NEW ALKYLATING REAGENTS
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A convenient synthesis of new α-bromo-α-ethoxy-acetic acid alkylating reagents, intermediates for the synthesis of enzymatically cleavable alkoxycarbonyl ethoxymethyl esters, is described.
- Klemm, D.,Geschwend, G.
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p. 1431 - 1438
(2007/10/02)
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- A SIMPLE AND EFFICIENT SYNTHESIS OF ETHYL AND METHYL GLYOXYLATE
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Ethyl and methyl glyoxylate are both prepared in high yields from an exchange reaction between the appropriate alkyl dialkoxyacetate and glyoxylic acid, followed by reaction with phosphorus pentoxide.
- Hook, James M.,Road, Lensfield
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- PHOTO-OXYGENATION OF GLYCOSYLFURANS. REARRANGEMENT OF C-GLYCOSYL INTO O-GLYCOSYL DERIVATIVES
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Photo-oxygenation of 3-ethoxycarbonyl-5-(2,3-O-isopropylidene-β-D-erythrofuranosyl)-2-methylfuran and 3-hydroxymethyl-5-(2,3-O-isopropylidene-β-D-erythrofuranosyl)-2-methylfuran yields the corresponding endo-peroxydes which rearrange at room temperature into the O-glycosyl derivatives ethyl 2,3-O-isopropylidene-β-D-erythrofuranosyl 2-acetylfumarate and 2,3-O-isopropylidene-β-D-erythrofuranosyl 3-acetyl-3-hydroxymethylacrylate, respectively.The endo-peroxides can be reduced without rearrangement, yielding C-glycosyl derivatives.Alcoholysis of the O-glycosyl derivatives yields 2,3-O-isopropylidene-D-erythrose, dialkyl 2-acetyl-3-alkoxysuccinates, 4-ethoxycarbonyl-5-methoxy-5-methyl-2-oxo-2,5-dihydrofuran and 4-hydroxymethyl-5-methoxy-5-methyl-2-oxo-2,5-dihydrofuran.
- Aparicio, F. J. Lopez,Sastre, J. A. Lopez,Garcia, J. Isac,Diaz, R. Robles
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- A CONVENIENT METHOD FOR THE PREPARATION OF ENOL ACETATES OF α-KETO ESTERS BY THE ALKYLATION OF CYANOHYDRIN SILYL ETHERS DERIVED FROM GLYOXYLIC ESTERS WITH BENZYL AND ALLYL HALIDES
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Cyanohydrin silyl ethers, prepared by trimethylsilylcyanation of glyoxylic esters, smoothly react with LDA (lithium diisopropylamide) to yield the lithium salts, which in turn react with alkyl halides such as allyl bromide to give, after acetylation, the corresponding enol acetates of α-keto esters in good yields.
- Mukaiyama, Teruaki,Oriyama, Takeshi,Murakami, Masahiro
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p. 985 - 988
(2007/10/02)
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- ELECTROGENERATED BASES VII. NOVEL SYNTHESES OF ETHYL GLYOXALATE AND DIETHYL KETOMALONATE VIA ELECTROGENERATED SUPEROXIDE
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Using electrogenerated tetraalkylammonium superoxide plus oxygen ethyl cyanoacetate has been converted (a) directly to ethyl glyoxylate and (b) in a "one-pot" two-step synthesis to the oxomalonate.
- Sugawara, M.,Baizer, M. M.
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p. 2223 - 2226
(2007/10/02)
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