Discovery of 1,5-Diphenylpenta-1,4-dien-3-one

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An efficient palladium catalyst supported on fibrous silica nanospheres (KCC-1) has been developed for the hydrogenation of alkenes and alpha,beta-unsaturated carbonyl compounds, providing excellent yields of the corresponding products with remarkable chemoselectivity. Comparison (high-resolution TEM, chemisorption) with analogous mesoporous (MCM-41, SBA-15) silica-supported Pd nanocatalysts prepared under identical conditions, demonstrates the advantage of employing the fibrous KCC-1 morphology versus traditional supports because it ensures superior accessibility of the catalytically active cores along with excellent Pd dispersion at high metal loading. This morphology ultimately leads to higher catalytic activity for the KCC-1-supported nanoparticles. The protocol developed for hydrogenation is advantageous and environmentally benign owing to the use of HCOOH as a source of hydrogen, water as a solvent, and because of efficient catalyst recyclability and durability. The recycled catalyst has been analyzed by XPS spectroscopy and TEM showing only minor changes in the oxidation state of Pd and in the morphology after the reaction, thus confirming the robustness of the catalyst.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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An efficient double Michael addition of nitromethane to divinyl ketones was established in good to high yields (75?99%). A wide range of cyclohexanones were obtained with excellent diastereocontrol (up to >20:1 dr) and enantioinduction (91?99% ee) in a one-pot fashion. The involvement of basic additive significantly enhanced the reactivity of this cascade sequence.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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(S)-Camphanate of furfuryl alcohol undergoes Diels-Alder addition in molten maleic anhydride giving one major crystalline adduct (+)-2 ((1S,1S’,2R,3S,4R)-1-[(camphanoyloxy)methyl]-7-oxabicyclo[2.2.1]hept-5 -ene-2-exo,3-exo-dicarboxylic anhydride), the absolute configuration of which was established through chemical correlation. Adduct (+)-2 was converted into an enantiomerically pure intermediate as in Yadav’s approach to the synthesis of taxol analogues. Copyright (C) Elsevier Science Ltd.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Discover the magic of the C3H8O2

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The first successful asymmetric reduction of unhindered aliphatic ketones with B-chlorodiisopinocampheylborane is reported. In contrast to the reduction in high ee of aralkyl ketones, such as acetophenone, with the reagent, the reduction of unhindered dialkyl ketones, such as 3-methyl-2-butanone, provides only poor ee. However, treatment of alpha- and beta-hydroxyketones with one equiv of diisopnocampheylborane or B-chlorodiisopinocampheylborane rapidly produces the corresponding ketoalkyl diisopinocampheylborinate intermediates, which then undergo facile intramolecular reduction. This reaction sequence, followed by oxidative workup, provides a general synthesis of 1,2- and 1,3-diols in 84?99% enantiomeric excess.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Discover the magic of the 538-58-9

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A facile direct [3+3] approach for the conversion of alpha,beta- unsaturated carbonyls to multi-substituted benzenes using allylic phosphonium ylide reagents has been developed. The substituents and their positions on the benzene ring are controllable and predictable by the choice of an appropriate combination of alpha,beta-unsaturated carbonyl compounds and ylides.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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The steroidal 1,4-diphosphines 3alpha- and 3beta-diphenylphosphino-2alpha-(2′-diphenylphosphinoethyl)-5alpha-cholestanes and their 5H-benzophosphindole derivatives have been prepared and shown to be useful ligands in asymmetric hydrogenation reactions.Interestingly the 3alpha- and 3beta-derivatives lead to opposing enantioselection preferences when used in these reactions.A steroidal 1,3-diphospine, 3alpha-diphenylphosphino-2alpha-diphenylphosphinomethyl-5alpha-cholestane, has been prepared as a mixture containing some of the 3beta-epimer.The 3alpha-1,3-diphosphine led to similar enantioselection in hydrogenation reactions as the 3alpha-1,4-diphosphine, and a model is proposed to explain the sense of the enantioselectivity in the 1,4- and 1,3-diphosphines.A steroidal 1,6-diphosphine has also been prepared but leads to lower optical yields in the hydrogenation reactions.These ligands have been shown to lead to only poor to moderate optical yields when used in asymmetric carbon-carbon bond forming reactions.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Why Are Children Getting Addicted To (2S,3S)-Butane-2,3-diol

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A number of strains of Lactobacillus spp. from foods were screened for their ability to convert meso-2,3-butanediol into 2-butanol. Only three strains of L. brevis transformed the meso-diol into the secondary alcohol. These strains as well as the others unable to metabolize meso-2,3-butanediol exhibited the capacity to hydrogenate 2-butanone to 2-butanol. In both types of lactobacilli, an inverse relationship was observed between the diol or ketone concentration and the abundance of the R form of 2-butanol. This fact has been interpreted in terms of a co-occurrence of two dehydrogenases, both acting on the ketone with different kinetic parameters and opposite enantioselectivities. These results represent a further support to the assumption that 2-butanol present in distillates originates from the enzymatic activity of lactobacilli growing on mashes and give the most likely explanation of the enantiomeric excess of (R)-2-butanol generally found in distillates.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Never Underestimate The Influence Of C17H14O

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.Reference of 538-58-9. I hope my blog about 538-58-9 is helpful to your research.

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Borohydride exchange resin (BER) exhibited selectivity in the reduction of alpha, beta-unsaturated carbonyl compounds to the corresponding unsaturated alcohols.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Low pressure carbon dioxide is used as the carbonation agent in a simple, safe and efficient procedure for the synthesis of 6-membered cyclic carbonates from 1,3-diols. Using readily available reagents and proceeding at room temperature, this route offers a novel mild alternative to phosgene derivatives.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The important role of C4H10O2

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(equation presented) A practical method for the determination of the absolute configuration of aliphatic secondary alcohols, based on the circular dichroism of the readily available N-(1,8-naphthaloyl)-2-aminobenzoyl (NAB) derivative, is presented. The origin of the induced Cotton effects is traced by ab initio calculations to the dominant helicity of the NAB pi-electron system.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate