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Aliphatic Aldehydes (aliphatic + aldehyde)
Selected AbstractsMorpholinium Trifluoroacetate-Catalyzed Aldol Condensation of Acetone with both Aromatic and Aliphatic AldehydesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 7 2010Kristina Zumbansen Abstract We report a highly efficient, general and practical method for the aldol condensation of acetone with aromatic and aliphatic aldehydes, using morpholinium trifluoroacetate as a catalyst. [source] Prolylprolinol-Catalyzed Asymmetric Michael Addition of Aliphatic Aldehydes to NitroalkenesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 4 2010Dengfu Lu Abstract Several novel prolylprolinol catalysts have been designed and synthesized. This type of compound showed high catalytic efficiency on promoting the direct addition of unmodified aldehydes to nitroalkenes. Among the catalysts surveyed, the least bulky member (8d) exhibited the best performance on both efficiency and stereoselectivity, providing the products with up to 97% ee value with 1.5,5,mol% catalyst loading. Additionally, computational studies of the transition state have been conducted to explain the high diastereo- and enantioselectivity. [source] ChemInform Abstract: Anthranoylhydrazones (III) of Aliphatic Aldehydes and Their Cyclization to Quinazolin-4-one Derivatives (IV).CHEMINFORM, Issue 19 2010A. Yu. Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: An Improved Procedure for the Photoacylation of 1,4-Naphthoquinone with Aliphatic Aldehydes.CHEMINFORM, Issue 17 2009Ferdinand Friedrichs Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Efficient Enantioselective Hetero-Diels,Alder Reaction of Brassard,s Diene with Aliphatic Aldehydes: A One-Step Synthesis of (R)-(+)-Kavain and (S)-(+)-Dihydrokavain.CHEMINFORM, Issue 36 2008Lili Lin Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] PmHNL Catalyzed Synthesis of (R)-Cyanohydrins Derived from Aliphatic AldehydesCHEMINFORM, Issue 33 2006Samik Nanda Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Iridium-Catalyzed Oxidative Esterification Reaction of Aliphatic Aldehydes and Olefinic Alcohols with Precoordination of the Double Bond of Alcohols to Iridium.CHEMINFORM, Issue 41 2005Syun-ichi Kiyooka Abstract For Abstract see ChemInform Abstract in Full Text. [source] Reactions of a Stable (Phosphanyl)(silyl)carbene with Aliphatic Aldehydes: [2 + 1] versus [2 + 2] Addition to a Carbonyl Group.CHEMINFORM, Issue 47 2003Ona Illa Abstract For Abstract see ChemInform Abstract in Full Text. [source] Molecular mechanics (MM4) calculations on carbonyl compounds part I: aldehydesJOURNAL OF COMPUTATIONAL CHEMISTRY, Issue 13 2001Charles H. Langley Abstract Aliphatic aldehydes have been studied with the aid of the MM4 force field. The structures, moments of inertia, vibrational spectra, conformational energies, barriers to internal rotation, and dipole moments have been examined for six compounds (nine conformations). MM4 parameters have been developed to fit the indicated quantities to the wide variety of experimental data. Ab initio (MP2) and density functional theory (B3LYP) calculations have been used to augment and/or replace experimental data, as appropriate. Because more, and to some extent, better, data have become available since MM3 was developed, it was anticipated that the overall accuracy of the information calculated with MM4 would be better than with MM3. The best single measure of the overall accuracy of a force field is the accuracy to which the moments of inertia of a set of compounds (from microwave spectroscopy) can be reproduced. For all of the 20 moments (seven conformations) experimentally known for the aldehyde compounds, the MM4 rms error is 0.30%, while with MM3, the most accurate force field presently available, the rms error over the same set is 1.01%. The calculation of the vibrational spectra was also improved overall. For the four aldehydes that were fully analyzed (over a total of 78 frequencies), the rms errors with MM4 and MM3 are 18 and 38 cm,1, respectively. These improvements came from several sources, but the major ones were separate parameters involving the carbonyl carbon for formaldehyde, the alkyl aldehydes and the ketones, and new crossterms featured in the MM4 force field that are not present in the MM3 version. © 2001 John Wiley & Sons, Inc. J Comput Chem 22: 1396,1425, 2001 [source] Coupling reaction of carbonyl compounds mediated by gallium metal in aqueous mediaCHINESE JOURNAL OF CHEMISTRY, Issue 9 2003Zhi-Yong Wang Abstract A simple and effective pinacol coupling of various aromatic aldehydes mediated by gallium in good yields has been carried out. The reaction is highly effective in water in the presence of KOH or HCl and was strongly affected by the steric environment surrounding the carbonyl group. Aliphatic aldehydes, ketones and aromatic ketones appear inert under the same reaction conditions. [source] Silica-Immobilized NHC,CuI Complex: An Efficient and Reusable Catalyst for A3 -Coupling (Aldehyde,Alkyne,Amine) under Solventless Reaction ConditionsEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 13 2008Min Wang Abstract A novel silica-immobilized NHC,CuI complex was developed and used as a highly efficient catalyst in the three-component coupling reactions of aldehydes, alkynes and amines (A3 -coupling). The reactions were applicable to aromatic and aliphatic aldehydes, alkynes and amines, and generated the corresponding propargylamines in good yields only in the presence of SiO2,NHC,CuI (2 mol-%) at room temp. under solvent-free reaction conditions. Moreover, the catalyst was quantitatively recovered from the reaction mixture by a simple filtration and reused for ten cycles with almost consistent activity.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source] Lanthanide Formamidinates as Improved Catalysts for the Tishchenko ReactionEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 4 2008Agustino Zuyls Abstract The tris(formamidinato)lanthanum(III) complexes [La(o -TolForm)3(thf)2] [1; o -TolForm = N,N, -bis(o -tolyl)formamidinate], [La(XylForm)3(thf)] [2; XylForm = N,N, -bis(2,6-dimethylphenyl)formamidinate], and [La(EtForm)3] [3, EtForm = N,N, -bis(2,6-diethylphenyl)formamidinate] are a new class of precatalysts for the Tishchenko reaction. Their catalytic activity is a result of their high Lewis acidity and the ease with which the ligand spheres can be interchanged. For the dimerization of benzaldehyde to give benzyl benzoate, which is a benchmark reaction, compound 1 is, to the best of our knowledge, the most active catalyst ever reported. On a preparative scale, the reaction can be performed in the absence of solvent. A range of aromatic, heteroaromatic, and aliphatic aldehydes was rapidly converted into the corresponding esters by using catalysts 1,3.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source] The First Enantioselective Halo Aldol Reaction of Ethyl Propiolate and AldehydesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 15 2004Dianjun Chen Abstract The first enantioselective halo aldol reaction of ethyl propiolate with aldehydes has been established by using Jacobsen's chiral cyclohexylsalen ligand. The reaction was conducted at ,20 °C in dichloromethane with Et2AlI as the source of halogen and Lewis acid promoter. Excellent geometric selectivity (only the Z isomer) has been achieved for all 14 examples examined. The reaction works well with aromatic aldehydes; it also works with aliphatic aldehydes and ,,,-unsaturated aldehydes, albeit with diminished yields and ee. This method provides the first enantioselective synthesis of ,-iodo Morita,Baylis,Hillman (MBH) esters. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source] Leaf and peel volatile compounds of an interspecific citrus somatic hybrid [Citrus aurantifolia (Christm.) Swing. + Citrus paradisi Macfayden]FLAVOUR AND FRAGRANCE JOURNAL, Issue 6 2002Anne-Laure Gancel Abstract The volatile compounds from leaves and peels of an interspecific citrus somatic hybrid, Citrus aurantifolia (Christm.) Swing. + Citrus paradisi Macfayden, obtained by fusion of protoplasts from lime, Citrus aurantifolia (cv. Mexican Lime) and grapefruit, Citrus paradisi (cv. Star Ruby), were extracted by pentane : ether (1 : 1) from liquid nitrogen ball-milled leaves and flavedo and examined by GC,MS in comparison to those of its parents. The hybrid quantitatively retained the ability of the lime parent to synthesize in its leaves the major monoterpene aldehydes (neral, geranial) the monoterpene alcohols (nerol, geraniol), and their acetates, and also the capacity of the grapefruit parent to produce a sesquiterpene aldehyde (,-sinensal) in its leaves and nootkatone in its peel. Conversely, synthesis of most sesquiterpene hydrocarbons and long chain aliphatic aldehydes, which are present in the lime parent leaves and peel, was strongly inhibited in the hybrid, as in the grapefruit parent. In comparison to its parents, the hybrid overproduced citronellal in its leaves and ,-sinensal and ,-sinensal in its peel. Based on these results, the future prospects for a better understanding of the inheritance mechanisms with regards to aroma biosynthesis in citrus leaves and peels are discussed. Copyright © 2002 John Wiley & Sons, Ltd. [source] Volatile constituents of Vietnamese pummelo, orange, tangerine and lime peel oilsFLAVOUR AND FRAGRANCE JOURNAL, Issue 3 2002N. T. Minh Tu Abstract The compositions of Vietnamese pummelo (Citrus grandis Osbeck), orange (C. sinensis Osbeck), tangerine (C. reticulata Blanco var. tangerine) and lime (C. limonia Osbeck) peel oil samples have been investigated by GC and GC,MS. The essential oils were extracted by the cold-pressing method. Hydrocarbons, followed by aldehydes and alcohols, were the most abundant compounds in all four kinds of samples. Their percentages, respectively, were >98.7%, >97.6%, >98.6% and >95.4% in hydrocarbons; >0.3%, 0.4%, >0.3% and 1.1% in total aldehydes; 0.2%, 0.5%, 0.4% and 0.7% in alcohols. In Vietnamese pummelo oil, ,-terpinene was not detected, while terpinolene was detected in small amounts and nootkatone only at a level of <0.05%. Orange oil composition was comparable to that of other sweet orange oils. ,-3-Carene was detected at a level of 0.1%. Tangerine oil is easily distinguished from other citrus oils by its content of various aliphatic aldehydes. Lime oil presented a very different composition from the other oils studied. Its limonene content was substantially lower than that of pummelo, orange and tangerine oils, whereas ,-terpinene, ,-pinene and ,-pinene occurred in higher proportions, moreover, the sesquiterpene hydrocarbon fraction of this oil is qualitatively more complex and quantitatively more abundant than in the other oils. Copyright © 2002 John Wiley & Sons, Ltd. [source] Highly efficient and chemoselective acetalization of carbonyl compounds catalyzed by new and reusable zirconyl triflate, ZrO(OTf)2HETEROATOM CHEMISTRY, Issue 3 2009Majid Moghadam Various types of aromatic aldehydes were efficiently converted to their corresponding 1,3-dioxanes and 1,3-dioxolane with 1,3-propanediol and ethylene glycol, respectively, in the presence of catalytic amount of ZrO(OTf)2 in acetonitrile at room temperature. The catalyst can be reused several times without loss of its catalytic activity. Very short reaction times, selective acetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones, very mild reaction conditions, reusability of the catalyst, and easy workup are noteworthy advantages of this method. © 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:131,135, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20523 [source] Morpholinium Trifluoroacetate-Catalyzed Aldol Condensation of Acetone with both Aromatic and Aliphatic AldehydesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 7 2010Kristina Zumbansen Abstract We report a highly efficient, general and practical method for the aldol condensation of acetone with aromatic and aliphatic aldehydes, using morpholinium trifluoroacetate as a catalyst. [source] Highly Efficient Ion-Tagged Catalyst for the Enantioselective Michael Addition of Aldehydes to NitroalkenesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 17 2009Marco Lombardo Abstract The ion-tagged diphenylprolinol silyl ether 6 very efficiently catalyzes the asymmetric Michael addition of aliphatic aldehydes to nitroalkenes with ee of up to>99.5% at low catalyst loadings (0.25,5,mol%) and using only a slight excess of aldehydes (1.2,2,equiv.). This new organocatalyst can be used with the same outstanding efficiency in a wide variety of solvents and reaction conditions. [source] Semiconductor-Gold Nanocomposite Catalysts for the Efficient Three-Component Coupling of Aldehyde, Amine and Alkyne in WaterADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 17 2009Leng Leng Chng Abstract An efficient heterogeneous lead sulfide-gold catalyst has been successfully developed for the synthesis of propargylic amines via a three-component coupling reaction of aldehyde, amine and alkyne in water. The process is simple and applicable to a diverse range of aromatic and aliphatic aldehydes, amines and alkynes. Furthermore, the catalyst is stable to air and water, and can be easily recovered and reused. [source] Versatile Supramolecular Copper(II) Complexes for Henry and Aza-Henry ReactionsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2009Guoqi Zhang Abstract Chiral supramolecular metal-organic frameworks assembled from copper complexes catalyse Henry and aza-Henry reactions of aromatic and aliphatic aldehydes and N -protected aromatic imines in high yield and good to excellent enantioselectivity. Reactions can be performed in the absence of base in ethanol or water. [source] Highly Efficient Organocatalyzed Direct Asymmetric Aldol Reactions of Hydroxyacetone and AldehydesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 1-2 2009Xiaoyu Wu Abstract Novel organocatalysts derived from L -threonine and L -leucine have been synthesized for catalyzing direct aldol reactions of hydroxycetone and unactivated aliphatic aldehydes with as low as 2,mol% loading of the catalyst, good to excellent yields and excellent enantioselectivities have been achieved for aliphatic aldehydes, whereas aromatic aldehydes yield only moderate enantioselectivities. [source] Highly Efficient and Stereoselective Julia,Kocienski Protocol for the Synthesis of ,-Fluoro-,,,-unsaturated Esters and Weinreb Amides Employing 3,5-Bis(trifluoromethyl)phenyl (BTFP) SulfonesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 11-12 2008Diego Abstract ,-Fluoroacetates 3 and Weinreb amide 4, bearing a ,-[3,5-bis(trifluoromethyl)phenyl]sulfonyl (BTFP-sulfonyl) group at the ,-position, are employed in the highly stereoselective synthesis of ,-fluoro-,,,-unsaturated alkenoates and Weinreb amides, respectively. Aromatic and aliphatic aldehydes are condensed under extremely mild and simple reaction conditions using potassium carbonate in dimethylformamide at room temperature under solid-liquid phase-transfer catalysis conditions in good yields and high Z -diastereoselectivities, specially in the case of the fluorinated Weinreb amides. A detailed computational mechanistic study suggests a final non-concerted elimination of sulfur dioxide and 3,5-bis(trifluoromethyl)phenoxide and explains the observed high stereoselectivities for the reaction on the basis of thermodynamic and kinetic considerations. [source] Deodorization of Fish Sauce by Continuous-Flow Extraction with Microbubbles of Supercritical Carbon DioxideJOURNAL OF FOOD SCIENCE, Issue 8 2000M. Shimoda ABSTRACT: Volatiles were removed from fish sauce by continuous-flow extraction with microbubbles of supercritical carbon dioxide. The extraction was done at 35 °C and CO2/sample flow ratio of 0.14 and 0.29 under pressures of 10 to 30 MPa. After the treatment at a CO2/sample flow ratio, 0.29 at 10 MPa, remaining percentage ((the concentration in treated sample/that in untreated one) × 100) was 5.2% trimethylamine, 8.0% S-methyl ethanethioate, 30% dimethyldisulfide, 55 to 61% aliphatic aldehydes, and 25 to 42% carboxylic acids. The increase in CO2 flow rate improved the extraction efficiency significantly, but no effect of pressure was observed. The odor intensities of treated samples were between 1/4 and 1/8 of the untreated fish sauce. [source] Insecticidal activity of 23 essential oils and their major compounds against adult Lipaphis pseudobrassicae (Davis) (Aphididae: Homoptera)PEST MANAGEMENT SCIENCE (FORMERLY: PESTICIDE SCIENCE), Issue 11 2005Blair J Sampson Abstract Essential oils from 23 species of plants comprising 14 genera and 4 plant families were obtained by Clevenger-type water distillation. The major compounds in these essential oils were identified with GC-MS and their insecticidal activity against adult turnip aphids, Lipaphis pseudobrassicae (Davis), tested with dosage-mortality bioassays. We examined mortality only for viviparous adults because sizeable aphid populations on crucifer (Brassicaceae) hosts are largely produced by these wingless, parthenogenic females. Twenty-two of the oils were directly applied to aphid females in randomized blocks at concentrations of 0.0, 1.0, 2.5, 5.0 and 10.0 mg ml,1. Essential oils mixed with a non-toxic emulsifying agent, dimethyl sulfoxide (DMSO), more easily penetrated the waxy insect cuticle. Probit analysis and LC50 at three different exposures showed aphids were quickly incapacitated and killed by aliphatic aldehydes, phenols and monocyclic terpenes contained in Bifora and Satureja oils and at applied concentrations as low as 0.3 to 1.0 mg ml,1. Only enough Pimpinella isaurica oil and its three phenylpropanoid fractions were available for testing at a single concentration of 10 mg ml,1. We could not spare any additional P. isaurica oil for testing at other concentrations. Phenylpropanoids isolated from P. isaurica oil when recombined or left naturally blended in the oil were highly bioactive against L. pseudobrassicae at 10 mg ml,1. Copyright © 2005 Society of Chemical Industry [source] On the Scope of Trimethylaluminium-Promoted 1,2-Additions of ArZnX Reagents to AldehydesCHEMISTRY - A EUROPEAN JOURNAL, Issue 3 2010Daniel Glynn Abstract A practical asymmetric 1,2-addition of functionalised arylzinc halides to aromatic and aliphatic aldehydes is described by the use of aminoalcohol catalysis in the presence of AlMe3. The process is simple to carry out, uses only commercially available reagents/ligands and provides moderate to good (80,96,% ee) enantioselectivities for a wide range of substrates. Either commercial ArZnX reagents or those prepared in situ from low cost aryl bromides can be used. In the latter case electrophilic functional groups are tolerated (CO2Et, CN). The reaction relies on rapid exchange between ArZnX and AlMe3 to generate mixed organometallic species that lead to the formation of a key intermediate that is distinctly different from the classic "anti" transition states of Noyori. NMR monitoring and related experiments have been used to probe the validity of the proposed selective transition state. [source] Rational Design of Sterically and Electronically Easily Tunable Chiral Bisimidazolines and Their Applications in Dual Lewis Acid/Brønsted Base Catalysis for Highly Enantioselective Nitroaldol (Henry) ReactionsCHEMISTRY - A EUROPEAN JOURNAL, Issue 6 2007Kuoyan Ma Abstract A new addition to the rational design of sterically and electrically easily tunable chiral bis(imidazoline) ligands from chiral amino alcohols has been developed. Vast structural variation of chiral bis(imidazoline) ligands can be simply achieved by the choice of both the 1,2-amino alcohol and its N-1 R1 substituent. A small library of chiral bisimidazolines (1,a,h) has been constructed. The method has provided an easy and simplified route to a diverse set of air-stable and water-tolerant chiral bis(imidazoline) ligands on 10,g scales. The dual Lewis Acid/Brønsted base catalytic system generated from the (S)- 1,a/Cu(OTf)2 complex and Et3N was able to catalyze Henry reactions between aldehydes and nitromethane effectively at room temperature, and also to tolerate a wide scope of aldehydes with excellent enantiomeric excesses. Not only aromatic aldehydes but also aliphatic aldehydes afforded the nitroalcohol products, with enantiomeric excesses in the 93,98,% range. This dual catalytic system is among the most effective systems so far reported for the asymmetric parent Henry reactions. This work also represents the first members of the class of chiral bisimidazolines to have been demonstrated to achieve excellent enantioselectivities. [source] Bifunctional Enantioselective Ligands of Chiral BINOL Derivatives for Asymmetric Addition of Alkynylzinc to AldehydesCHINESE JOURNAL OF CHEMISTRY, Issue 2 2008Xiao-Wei ZOU Abstract Four analogous binaphthyl compounds (R) -3a - 3d containing (R)-3,3,-bis(2-pyridyl) groups were synthesized by the conjugation of (R)-2,2,-dimethoxy-1,1,-binaphthyl-3,3,-diboronic acid [(R)- 2] with 2-bromopyridine, 2-bromo-5-methylpyridine, 2-chloro-4-fluoropyridine and 2-chloro-3-(trifluoromethyl)pyridine via Pd-catalyzed Suzuki reactions, respectively. The application of the four chiral ligands in combination with Et2Zn and Ti(Oi -Pr)4 to the asymmetric addition of phenylacetylene to various aldehydes has been studied. The results show that (R)- 3a and (R)- 3b are not good catalysts for the alkynylzinc addition to aldehydes, (R)- 3d shows good enantioselectivity only for the alkynylzinc addition to aliphatic aldehydes, and (R)- 3c exhibits excellent enantioselectivity for phenylethynylzinc addition to both aromatic and aliphatic aldehydes. All the four chiral ligands produced the opposite configuration of the propargylic alcohols to that of the chiral ligands. [source] N -Unsubstituted and N -Arylated Fulleropyrrolidines: New Useful Building Blocks for C60 Functionalization,CHINESE JOURNAL OF CHEMISTRY, Issue 9 2006Chen-Hua Tong Abstract Two series of stable and soluble fulleropyrrolidines have been prepared from the reactions of C60, glycine or its N -arylated derivatives and aliphatic aldehydes or ketones in refluxing toluene or chlorobenzene. The new C60 derivatives represent new useful building blocks for further preparation of more funcionalized C60 derivatives. [source] Reduction and Coupling Reaction of Carbonyl Compounds by Aluminum Powder and a Small Amount of Oxalic Acid in WaterCHINESE JOURNAL OF CHEMISTRY, Issue 1 2006Shi-Zhen Yuan Abstract A convenient pinacol coupling of aromatic aldehydes and aryl methyl ketones has been achieved with high yields by aluminum powder in the presence of oxalic acid in water. However, the diastereoselectivities of pinacols were not satisfying, and most aliphatic aldehydes and diaryl ketones have been found to be unreactive under the same conditions. [source] First magnesium-mediated carbonyl benzylation in waterCHINESE JOURNAL OF CHEMISTRY, Issue 7 2004Wei Deng Abstract Catalyzed by AgNO3, Mg was found for the first time to be able to mediate the coupling reaction between aromatic aldehydes and benzyl bromide or chloride in water. The yields were slightly higher than the recent results for Mg-mediated allegation despite the fact that aqueous benzylation is intrinsically much harder than allegation. It was also found that the coupling reaction was chemoselective for aromatic aldehydes over aliphatic aldehydes, and chemoselective for aromatic aldehydes over aromatic ketones. [source] | |||||||||||||||||||||||||