Efficient Synthesis (efficient + synthesis)

Distribution by Scientific Domains
Distribution within Chemistry

Kinds of Efficient Synthesis

  • highly efficient synthesis


  • Selected Abstracts


    Acid-Free Synthesis of Carbazoles and Carbazolequinones by Intramolecular Pd-Catalyzed, Microwave-Assisted Oxidative Biaryl Coupling Reactions , Efficient Syntheses of Murrayafoline A, 2-Methoxy-3-methylcarbazole, and Glycozolidine

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 27 2009
    Vellaisamy Sridharan
    Abstract A mild and efficient methodology for the synthesis of oxygenated carbazoles from diarylamines under non-acidic conditions was developed, based on a palladium-catalyzed, microwave-assisted double C,H bond activation process. This new protocol was successfully applied to the synthesis of three naturally occurring carbazoles, namely murrayafoline A, 2-methoxy-3-methylcarbazole, and glycozolidine. The scope of the reaction was also expanded to include the synthesis of benzo fused carbazolequinones.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source]


    Cesium Fluoride,Celite: A Solid Base for Efficient Syntheses of Aromatic Esters and Ethers.

    CHEMINFORM, Issue 42 2005
    Syed Tasadaque Ali Shah
    No abstract is available for this article. [source]


    Efficient Syntheses of 5-Aminoalkyl-1H-tetrazoles and of Polyamines Incorporating Tetrazole Rings.

    CHEMINFORM, Issue 27 2005
    Constatinos M. Athanassopoulos
    Abstract For Abstract see ChemInform Abstract in Full Text. [source]


    Efficient Syntheses of Heterocycles and Carbocycles by Electrophilic Cyclization of Acetylenic Aldehydes and Ketones.

    CHEMINFORM, Issue 39 2004
    Dawei Yue
    Abstract For Abstract see ChemInform Abstract in Full Text. [source]


    ChemInform Abstract: Efficient Syntheses of Fluorinated Aryl Alcohols of High Enantiomeric Purity via Boronic Esters.

    CHEMINFORM, Issue 12 2001
    Rajendra P. Singh
    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]


    Novel Synthetic Strategy towards the Efficient Synthesis of Substituted Bis(pyrazolyl)(2-pyridyl)methane Ligands,

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 21 2010
    Alexander Hoffmann
    Abstract A general one-pot synthesis of new substituted heteroscorpionate ligands is presented. These mixed-functionality ligands were obtained in a catalyzed Peterson rearrangement starting from the substituted pyrazole, thionyl chloride, and an aldehyde. Thus, the synthesis of polyfunctional tridentate ligands is enabled, and they contain, besides the two pyrazole groups, other functionalities relevant for coordination chemistry. Additionally, the steric hindrance is easily defined in the ligands by the substitution of the pyrazole rings. By combination of the versatility in donor function and steric demand, a systematic tuning of the properties of the bis(pyrazolyl)methane ligands is possible. The synthesis and full characterization of 11 bis(pyrazolyl)methane ligands are reported. Two of these were structurally characterized as well. [source]


    Domino [3+3] Annulation/Ring-Cleavage Reactions of 1,3-Bis(trimethylsilyloxy)-1,3-butadienes with 5-Aryl- and 5-Vinyl-3-acyl- 4,5-dihydrofurans: Efficient Synthesis of 5-(4-Chlorobut-2-en-1-yl)- and 5-(2-Aryl-2-chloroethyl)salicylates,

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 19 2010
    Matthias Lau
    Abstract The domino "[3+3] cyclization,ring-opening" reactions of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-acetyl-5-vinyl-4,5-dihydrofurans afforded 5-(4-halobut-2-en-1-yl)salicylates. The reactions of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-acetyl-5-aryl-4,5-dihydrofurans gave 5-(2-aryl-2-chloroethyl)salicylates. [source]


    An Efficient Synthesis of Substituted meta -Halophenols and Their Methyl Ethers: Insight into the Reaction Mechanism

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 15 2010
    Faiz Ahmed Khan
    Abstract An expeditious synthetic methodology leading to substituted meta -halophenols and their corresponding methyl ether derivatives through acid-mediated fragmentation of suitably substituted dihalonorbornyl ketones has been devised. The reaction sequence consists of TBTH-mediated (TBTH is tri- n -butyltin hydride) selective bridgehead halogen reduction of easily accessible Diels,Alder adducts derived from 1,2,3,4-tetrahalo-5,5-dimethoxycyclopentadiene and ,-substituted vinyl acetates, with subsequent conversion into the requisite bicyclic ketones by a two-step hydrolysis/oxidation approach. An extensive mechanistic investigation based on isotope labeling and cross experiments has been carried out and plausible mechanistic pathways based on these results have been proposed. The absence of halogen atoms at the bridgehead positions steers the reaction through a novel pathway involving the incorporation of proton (or deuterium) followed by elimination of HX (or DX), so the described methodology also provides a reliable route to ortho-para dideuteratedphenolic derivatives. [source]


    Efficient Synthesis of ,-Glycosphingolipids by Reaction of Stannylceramides with Glycosyl Iodides Promoted by TBAI/AW 300 Molecular Sieves

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 2 2010
    José Antonio Morales-Serna
    No abstract is available for this article. [source]


    Efficient Synthesis of ,-Glycosphingolipids by Reaction of Stannylceramides with Glycosyl Iodides Promoted by TBAI/AW 300 Molecular Sieves

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 23 2009
    José Antonio Morales-Serna
    Abstract TBAI and acid-washed molecular sieves efficiently promoted the glycosylation of stannylceramides with glycosyl iodides. This direct glycosylation reaction reduces the overall number of synthetic steps and provides rapid access to ,-glycosphingolipids such as GalCer, ,-lactosylceramide, and iGB3 in good yield and with complete chemo- and stereoselectivity. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source]


    Short and Efficient Synthesis of Alkyne-Modified Amino Glycoside Building Blocks

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 17 2009
    Claudine M. Klemm
    Abstract In the light of recent progress in RNA biology, the need for molecules that bind to RNA and thus may be suited to manipulating RNA-mediated processes is steadily increasing. We present a very short and efficient synthetic route to alkyne-modified neamine and 2-deoxystreptamine derivatives on a half-gram scale. These derivatives are suitable for constructing a library of potential divalent RNA binders by copper-catalysed 1,3-dipolar cycloaddition to diazides ("click chemistry"). The conjugate dimers thus formed inhibitedDicer-mediated micro-RNA maturation with IC50 values between 0.6 and 15 ,M.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source]


    Efficient Synthesis of Benzofurans Utilizing [3,3]-Sigmatropic Rearrangement Triggered by N -Trifluoroacetylation of Oxime Ethers: Short Synthesis of Natural 2-Arylbenzofurans

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 9 2007
    Norihiko Takeda
    Abstract A new synthetic method for the preparation of benzofurans has been developed. The key step of this method is the [3,3]-sigmatropic rearrangement of N -trifluoroacetyl-ene-hydroxylamines, which was triggered by acylation of oxime ethers. TFAA has been proved to be the best reagent to induce [3,3]-sigmatropic rearrangement for the synthesis of cyclic oracyclic dihydrobenzofurans. On the other hand, the TFAT-DMAP system is found to be the most effective for constructing various benzofurans. Synthetic utility of this reaction is demonstrated by the short synthesis of natural benzofurans without protection of the hydroxy group. The synthesis of Stemofuran A was accomplished via condensation of ketones with aryloxyamine and subsequent reaction with TFAT-DMAP in a four-step synthesis with 72,% overall yield. Similarly, Eupomatenoid 6 and Coumestan were synthesized through the reaction of oxime ether with TFAT-DMAP. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) [source]


    An Efficient Synthesis of 2-Bromo-3-hydroxy Esters by Reaction of Ketones with Ethyl Dibromoacetate Promoted by Samarium Diiodide

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 9 2006
    José M. Concellón
    Abstract A simple and efficient samarium diiodide mediated synthesis of 2-bromo-3-hydroxy esters 1 by the reaction of a variety of ketones 2 with ethyl dibromoacetate (3) is described. The relative configuration of the major diastereoisomer obtained was established by NOESY experiments of the corresponding ,,,-epoxy esters 4 prepared from 1. Additionally, a mechanism is proposed to explain the results obtained. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source]


    Effects of Extended Aryl-Substituted Bisoxazoline Ligands in Asymmetric Synthesis , Efficient Synthesis and Application of 4,4,-Bis(1-Naphthyl)-, 4,4,-Bis(2-Naphthyl)- and 4,4,-Bis(9-Anthryl)-2,2,-isopropylidenebis(1,3-oxazolines)

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 23 2005
    Hester L. van Lingen
    Abstract The steric influence of extended aryl substituents on 2,2,-bis(1,3-oxazoline) ligands was investigated in a series of asymmetric catalytic reactions such as Mukaiyama aldol and Michael reactions, hetero-Diels,Alder processes, and allylic alkylation reactions. 4,4,-(2-Naphthyl)- and 4,4,-(9-anthryl)-substituted isopropylidene-bridged 2,2,-bis(1,3-oxazolines) were synthesized and their enantioselective and catalytic properties in combination with different metals evaluated. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


    Palladium-Mediated 11C-Carbonylative Cross-Coupling of Alkyl/Aryl Iodides with Organostannanes: An Efficient Synthesis of Unsymmetrical Alkyl/Aryl [11C- carbonyl]Ketones

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 11 2005
    Farhad Karimi
    Abstract [11C]Carbon monoxide in low concentration, palladium complexes, alkyl/aryl iodides, and organostannanes are utilized in the synthesis of twenty alkyl [carbonyl- 11C]ketones. The activated palladium(0) species [Pd{P(o -Tol)3}2] was generated in situ from tris(dibenzylideneacetone)palladium(0) [Pd2(dba)3] and a large excess of tri- o -tolylphosphane [P(o -Tol)3]. The Stille coupling reactions were performed in a micro-autoclave system. Radiochemical yields of 11C-labelled alkyl/aryl ketones were in the range of 37,98,% with specific radioactivity up to 300 GBq,,mol,1. Using this method, 4'-aminoacetophen[13C- arbonyl)one 6 was synthesised in order to confirm the position of labelling (, = 196.7 ppm, CDCl3). The presented approach is an efficient way for synthesising 11C-labelled alkyl/aryl ketones with acceptable radiochemical yield and is generally applicable in 13C-labelling syntheses. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


    Thermus thermophilus Glycosynthases for the Efficient Synthesis of Galactosyl and Glucosyl ,-(1,3) - Glycosides

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 10 2005
    Jullien Drone
    Abstract Inverting mutant glycosynthases were designed according to the Withers strategy, starting from wild-type Thermus thermophilus retaining Tt-,-Gly glycosidase. Directed mutagenesis of catalytic nucleophile glutamate 338 by alanine, serine, and glycine afforded the E338A, E338S, and E338G mutant enzymes, respectively. As was to be expected, the mutants were unable to catalyze the hydrolysis of the transglycosidation products. In agreement with previous results, the E338S and E338G catalysts were much more efficient than E338A. Moreover, our results showed that these enzymes were inactive in the hydrolysis of the ,- D -glycopyranosyl fluorides used as donors, and so suitable experimental conditions, under which the rate of spontaneous hydrolysis of the donor was considerably lower than that of enzymatic transglycosidation, provided galactosyl and glucosyl ,-(1,3) - glycosides in yields of up to 90,%. The structure of native Tt-,-Gly available in the Protein Data Bank offers a good basis for interpretation of our results by means of molecular modeling. Thus, in the case of the E338S mutant, a lower energy of the system was obtained when the donor and the acceptor were in the right position to form the ,-(1,3) - glycosidic bond. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


    An Efficient Synthesis of Novel ,-Aminophosphonates Based on a Mannich-Type Reaction

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 2 2005
    Nikolaus Risch
    Abstract Phosphonate-substituted iminium salt 2 was used in Mannich reactions with various nucleophiles to obtain novel ,-aminophosphonates. This straightforward and efficient methodology has a broad scope and provides highly functionalized Mannich bases (4 and 8). Furthermore, vinylic, aromatic and homoallylic ,-aminophosphonates (5, 10 and 12) were synthesized in good yields. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


    Efficient Synthesis of Structurally Diverse Diazabicycloalkanes: Scaffolds for Modular Dipeptide Mimetics with Tunable Backbone Conformations

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 7 2004
    Wolfgang Maison
    Abstract A stereoselective synthesis of new dipeptide mimetics based on a diazabicycloalkane scaffold is reported. The route starts from enantiomerically pure azabicycloalkenes 1 that are bis(hydroxylated) and coupled N -terminally to a second amino acid. The key step of the reaction sequence is an oxidative cleavage of the resulting dipeptides 5 to give highly functionalised diazabicycloalkanes 6, which can be easily converted into a number of dipeptide mimetics with defined and variable stereochemistry and a number of different amino acid side chains. The backbone dihedral angles within these dipeptide mimetics can be tuned by varying the stereochemistry and the ring sizes of the diazabicycloalkane scaffold. The syntheses of conformationally constrained dipeptide analogues in four to five steps are presented. With the syntheses of dipeptide mimetics 19a,c, suitable linker moieties for conjugation of diazabicycloalkanes to other functional molecules like markers or solid phases are introduced, making these compounds modular dipeptide mimetics that might find applications as modular ligands or as solid-phase-attached scaffolds in combinatorial chemistry. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source]


    Efficient Synthesis of Doubly Connected Primary Face-to-Face Cyclodextrin Homo-Dimers

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 23 2003
    Thomas Lecourt
    Abstract "Head-to-head" type ,- and ,-cyclodextrin homo-dimers in which the two primary rims are doubly ligated through alkyl chains have been synthesised in high yield by acyclic diene metathesis (ADM), followed by ring-closing metathesis (RCM). (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source]


    Solvent-Free Microwave-Assisted Efficient Synthesis of 4,4-Disubstituted 2-Oxazolines

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 22 2003
    Fernando García-Tellado
    Abstract 4,4-Disubstituted 2-oxazolines have been synthesized by a microwave-promoted solvent-free direct condensation of carboxylic acids and disubstituted ,-amino alcohols in good to excellent yields. Zinc oxide is a very good solid support in cases where a Lewis acid is required. The method described herein is a very good, safe, clean, economical, and environmentally friendly alternative to the classical procedures. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source]


    A Concise and Efficient Synthesis of seco -Duocarmycin SA

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 3 2003
    Lutz F. Tietze
    Abstract A short and efficient synthesis of seco -duocarmycin SA (3), a highly potent cytostatic agent and direct precursor of the natural product duocarmycin SA (1), has been achieved. Starting from commercially available 2-methoxy-4-nitroaniline (4) the synthetic protocol contains a Fischer indole synthesis to introduce the heterocyclic scaffold and a radical 5- exo - trig cyclization to furnish the (chloromethyl)indoline ring system as key reactions. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source]


    An Efficient Synthesis of Novel Hexahydropyrido[2,3- d]pyrimidine Derivatives from (Arylmethylidene)pyruvic Acids (=(3E)-4-Aryl-2-oxobut-3-enoic Acids) in Aqueous Media

    HELVETICA CHIMICA ACTA, Issue 5 2009
    Saeed Balalaie
    Abstract A series of new hexahydropyrido[2,3- d]pyrimidine derivatives 3 were synthesized by the cyclocondensation reaction of (arylmethylidene)pyruvic acids (=(3E)-4-aryl-2-oxobut-3-enoic acids) 1 and 6-aminouracils (=6-aminopyrimidine-2,4(1H,3H)-diones) 2 in H2O under reflux conditions (Scheme,1, Table). This novel protocol has the advantages of facility, of easy workup, of high yields, and of an environmentally benign procedure. The structures of compounds 3a,3f were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS). A plausible mechanism for the reaction is proposed (Scheme,2). [source]


    A New and Efficient Synthesis of the HMG-CoA Reductase Inhibitor Pitavastatin

    HELVETICA CHIMICA ACTA, Issue 6 2007
    Murat Acemoglu
    Abstract A new synthetic method for the preparation of pitavastatin is described. The approach circumvents various synthetic problems associated with the buildup of the 3,5-dihydroxy-C7 acid side chain of HMG-CoA reductase inhibitors (statins). The use of the C6 -amide derivative 5 instead of ester derivatives in the coupling reaction with carboxaldehyde 8 (Scheme,3) prevents undesired side reactions, such as eliminations and retro -aldol reactions. The method provides synthetic statins, such as pitavastatin, in >99% ee and exceptionally high overall yield. The enantiomerically pure starting material, (3S)-3-{[(tert -butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino}pentanoic acid (3c), is prepared by an improved procedure from 3-{[(tert -butyl)dimethylsilyl]oxy}glutaric anhydride (1) and (1S)-1-phenylethylamine (2c; Scheme,1). [source]


    An Efficient Synthesis of 3,-Amino-3,-deoxyguanosine from Guanosine

    HELVETICA CHIMICA ACTA, Issue 3 2003
    Lei Zhang
    3,-Amino-3,-deoxyguanosine was synthesized from guanosine in eight steps and 58% overall yield. The 2,,3,-diol of 5,- O -[(tert -butyl)diphenylsilyl]-2- N -[(dimethylamino)methylidene]guanosine was reacted with , -acetoxyisobutyryl bromide and treated with 0.5n NH3 in MeOH to yield 9-{2,- O -acetyl-3,-bromo-5,- O -[(tert -butyl)diphenylsilyl]-3,-deoxy- , - D -xylofuranosyl]-2- N -[(dimethylamino)methylidene]guanine, which was reacted with benzyl isocyanate, NaH, and then 3.0n NaOH, and finally with Pd/C (10%) and HCO2NH4 in EtOH/AcOH to afford 3,-amino-3,-deoxyguanosine. [source]


    Efficient Synthesis of 2-Fluoromethylated Quinolines via Copper-Catalyzed Alkynylation and Cyclization of Fluorinated Imidoyl Iodides

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 10 2010
    Shan Li
    Abstract 2-Fluoromethylated quinolines were synthesized through the reaction of N -aryl-fluorinated imidoyl iodides with terminal alkynes in good yields by the catalysis of copper(I) iodide (CuI) alone. [source]


    Copper-Catalyzed Asymmetric Allylic Alkylation of Halocrotonates: Efficient Synthesis of Versatile Chiral Multifunctional Building Blocks

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2010
    Hartog, Tim den
    Abstract The highly enantioselective synthesis of ,-methyl-substituted esters is reported in up to 90% yield and up to 99% ee using copper-TaniaPhos as chiral catalyst. The transformation proved scalable to at least 6.6,mmol (1.7,g scale). The products of this transformation have been further elaborated to multifunctional building blocks with a single (branched esters and acids) or multiple stereogenic centers (vicinal dimethyl esters, as well as, hydroxy- or iodo-substituted lactones). [source]


    Gold(I)-Catalyzed One-Pot Tandem Coupling/Cyclization: An Efficient Synthesis of Pyrrolo-/Pyrido[2,1- b]benzo[d][1,3]oxazin- 1-ones

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 2-3 2010
    Yu Zhou
    Abstract A highly efficient method has been developed for the one-pot synthesis of multi-ring heterocyclic compounds such as pyrrolo-/pyrido[2,1- b]benzo[d][1,3]oxazin-1-ones from o -aminobenzyl alcohols via a gold(I)-catalyzed tandem coupling/cyclization reaction. Significantly, the strategy presents a straightforward and efficient approach to construct novel tricyclic or polycyclic molecular architectures in which two new CN bonds and one CO bond are formed in a one-pot reaction operation from two simple starting materials. Moreover, a broad spectrum of substrates can participate in the process effectively to produce the desired products in good yields. [source]


    Facile and Efficient Synthesis of Hydrophenanthren-1(2H)-ones and Naphtho[2,1- c]furan-3(1H)-ones by a Palladium-Catalyzed Aryne Annulation Strategy

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 2-3 2010
    Xian Huang
    Abstract Novel palladium-catalyzed carboannulation reactions of arynes with functionalized vinyl iodides are reported. By applying allyl-substituted iodocycloenones and iodofuranones, a series of hydrophenanthren-1(2H)-ones and naphtho[2,1- c]furan-3(1H)-ones were efficiently constructed in one pot under mild conditions. [source]


    Highly Efficient Synthesis of New ,-Arylamino-,,-chloropropan-2-ones via Oxidative Hydrolysis of Vinyl Chlorides Promoted by Calcium Hypochlorite

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 18 2009
    Vittorio Pace
    Abstract The oxidative hydrolysis of different trifluoroacetyl-protected N -(2-chloroallyl)anilines, promoted by calcium hypochlorite, is able to yield several not previously described ,-arylamino-,,-chloropropan-2-ones, very valuable building blocks that are useful as precursors of several drugs, in excellent yields and short reaction times. The main requirement of the reaction for avoiding the undesired aromatic chlorination (N -protection) is effectively solved by the use of the easily formed and removed N -trifluoroacetyl group. Thus, it is possible to perform the oxidative hydrolysis-deprotection step using a one-pot strategy, obtaining quantitative yields in very short reaction times. [source]


    Highly Efficient Synthesis of Quaternary ,-Hydroxy Phosphonates via Lewis Acid-Catalyzed Hydrophosphonylation of Ketones

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 16 2009
    Xin Zhou
    Abstract A Lewis acid catalyst has been first applied to the hydrophosphonylation of ketones, giving the corresponding quaternary ,-hydroxy phosphonates in high yields (up to 98%). The present method was highly tolerable for functionalized ketones. Moreover, the first catalytic enantioselective hydrophosphonylation of an unactivated ketone was also realized by using a tridentate Schiff base-titanium complex. [source]