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Catalytic enantioselective one-pot aminoborylation of aldehydes: A strategy for construction of nonracemic alpha-amino boronates

We report a strategy for the conversion of aldehydes to enantiomerically enriched alpha-amino boronates through the intermediacy of in situ-generated silylimines. This transformation is brought about by Pt-catalyzed asymmetric addition of B2(pin)2 across the imine double bond. An attractive feature of the intermediate diboration adduct is that it can be acylated directly and provides convenient access to important N-acyl alpha-amino boronic ester derivatives.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Synthesis and anticonvulsant activity of some spiro compounds derived from barbituric and thiobarbituric acids: Part I

Divinyl ketones (1), prepared by the condensation of acetone with the appropriate aromatic aldehydes, on Michael addition with barbituric and thiobarbituric acids afford the desired spiro compounds (2a-j). The ketoximes (3a-j) obtained from 2a-j on Beckmann transformation by treatment with PCl5 furnish the spiro azepines (4a-j). Alkylation of some of the compounds 2 afford the anticipated N-substituted products (5a-i). Preliminary pharmacological screening of some of the new compounds reveal their anticonvulsant activity.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 538-58-9! Related Products of 538-58-9

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A Convenient Reduction Method of beta-Phenyl alpha,beta-Unsaturated Carbonyl Compounds with Me3SiCl-NaI-ROH Reagent

Treatment of beta-phenyl alpha,beta-unsaturated ketones, cinnamic acid and its ester with Me3SiCl-NaI-ROH reagent in hexane at room temperature gave the corresponding saturated carbonyl compounds in good yileds.A similar reaction of 2,4-hexadienoic acid afforded 4-hexanolide.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Palladacycle-catalyzed asymmetric intermolecular construction of chiral tertiary P-heterocycles by stepwise addition of H-P-H bonds to bis(enones)

A palladacycle-catalyzed diastereo- and enantioselective stepwise double hydrophosphination of bis(enones) with PhPH2 has been developed, allowing intermolecular construction of chiral tertiary bulky P-heterocycles in one pot in high yields. A catalytic cycle for the reaction is proposed as well.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Indium triflate-catalysed Diels-Alder reactions of isochromenylium cations with enones

In the presence of indium triflate, o-alkynylbenzaldehydes form isochromenylium cations that react with enones such as chalcones and diarylidineacetones to give 1,2-dihydronaphthalenes in moderate to good yields. The reaction proceeds via a rare type of Diels-Alder reaction in which both the diene (isochromenylium cation) and the dienophile (enone) are electron deficient. The Royal Society of Chemistry 2013.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Phosphine-catalyzed cascade [3 + 2] cyclization-allylic alkylation, [2 + 2 + 1] annulation, and [3 + 2] cyclization reactions between allylic carbonates and enones

The phosphine-catalyzed annulations between Morita-Baylis-Hillman adduct carbonates and enones are reported. Under the catalysis of PBu3 (20 mol %), cascade [3 + 2] cyclization-allylic alkylation, [2 + 2 + 1] annulation, and [3 + 2] cyclization reactions chemoselectively occur depending on the substituent variation of both the carbonate and enone. These reactions provide efficient syntheses of highly functionalized cyclopentenes and cyclopentanes.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Synthesis of new spiro-oxindolo-(pyrrolizidines/pyrrolidines) via cycloaddition reactions of azomethine ylides and dibenzylideneacetone

A comparative study of the synthesis of novel spiro-oxindolo(pyrrolizidine/ pyrrolidine) ring systems by the cycloaddition reaction of azomethine ylides generated by a decarboxylative route from sarcosine/proline and isatin with dibenzylideneacetone using various conditions is described. Graphical abstract: [Figure not available: see fulltext.]

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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<1,4> Addition of (Methylthio)methyl p-Tolyl Sulfone to alpha,beta-Unsaturated Carbonyl Compounds

The lithio derivative of (methylthio)methyl p-tolyl sulfone (1) reacted with various alpha,beta-unsaturated carbonyl compounds to afford <1,4> adducts in good to high yields.The introduced (methylthio)(p-tolylsulfonyl)methyl group was easily converted to a (methylthio)carbonyl group or a formyl group.When the reaction of 1 with methyl acrylate using sodium hydride as a base was performed in DMF at an ambient temperature,2-(methoxycarbonyl)-4-(methylthio)-4-(p-tolylsulfonyl)cyclohexanone (8) was obtained in 81 percent yield.Furthermore, 8 was shown to be an important intermediate for preparing 2-substituted 2-(methoxycarbonyl)-1,4-cyclohexanediones.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Condensed Imidazo-1,2,4-triazines. 8. Synthesis of 5H-3,4-Dihydroimidazo<1,2-b>-1,2,4-triazepine Derivatives

2,4,7-Triaryl-5H-3,4-dihydroimidazo<1,2-b>-1,2,4-triazepines were obtained on the basis of 4-phenyl-1,2-diaminoimidazole and chalcones.Their IR, UV, PMR, and mass spectra are discussed.It is shown that the more basic 1-NH2 group of the starting diamine participates in the formation of the azomethine bond of the seven-membered heteroring.The seven-membered ring has a “quasi-boat” form in which the 2- and 4-aromatic substituents occupy equatorial positions.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Synthesis of Isomerically Pure (E)- and (Z)-1,3-Disubstituted 1,3-Dienes

The (E)-dienes 1a – p were prepared in >98percent purity by dehydrative decarboxylation of the corresponding 4,5-unsaturated 3-hydroxycarboxylic acids 3 with dimethylformamide dimethylacetal (11).The (Z)-isomers 6a – m were obtained by stereouncontrolled Wittig reaction of the phosphorane 18 with the aldehydes 7 and subsequent thermolysis of the resulting (E)-/(Z)-diene mixture.Under these conditions 1 was quantitatively converted into its dimer 5, whereas 6 remained unchanged and was readily separated from 5 by vacuum distillation or column chromatography.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate