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An efficient Michael addition reaction of differently substituted enones with carbon, sulfur, oxygen, and nitrogen nucleophiles has been achieved by a new heterobimetallic “Pd-Sn” catalyst system. The nature of the catalytically relevant species and their interactions with the enone moiety has been examined by spectroscopy. The effect of ligand and the coordination mode of enone with “Pd-Sn” heterobimetallic system have been investigated by kinetics and DFT studies. A straightforward application of this methodology is shown in the synthesis of 1,4-oxathiepane core.

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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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Aryl- and hetarylpyrazolines smoothly undergo photoaromatization under irradiation with the visible light (lambda > 400 nm) in the presence of carbon tetrachloride. The reaction is accompanied by an increase in the acidity of the medium and a change in the fluorescence. The structure of pyrazoline and solvent considerably affect the photoaromatization rate. The mechanism of the reaction was proposed, which agrees with the experimental data.

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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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A sulfonic-acid-functionalized ionic liquid is used as a Bronsted acid catalyst for the efficient synthesis of indole derivatives in good-to-high yields at room temperature under solvent-free conditions. The catalyst can be reused for ten consecutive runs without significant loss of activity.

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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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A reaction of gamma-silyl allylic alcohol and its ether with ozone provides synthetically versatile alpha-formyl silyl peroxide in good yield without normal fission of carbon-carbon double bond. Thus, the provided silyl peroxide serves as a good precursor for the stereochemically defined triol derivative via alkylation and reduction of peroxide moiety.

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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

Brief introduction of (2S,3S)-Butane-2,3-diol

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The acetal of (2S,3S)-butane-2,3-diol and furfural is equilibrated in molten maleic anhydride with one major crystalline product which is a 1:1 complex of maleic anhydride and (1S,2R,3S,4R,4’S,5’S)-1-(4′,5′-dimethyldioxolan-2′-yl)-7-oxabicyclo[2. 2.1]hept-5-ene-2-exo,3-exo-dicarboxylic anhydride. This compound was converted into (1S,4R,4’S,5’S)-1-(4′,5′-dimethyldioxolan-2′-yl)-5,6-dimethylidene-7-o xabicyclo[2.2.1]hept-2-ene (+)-12, the circular dichroism spectrum of which suggests a slightly skew s-cis-butadiene chromophore as confirmed by X-ray diffraction. 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

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Asymmetric hydrosilylation of symmetrical diketones with diphenylsilane in the presence of catalytic amount (/ = 100> of rhodium complex coordinated with trans-chelating chiral phosphine ligand EtTRAP gave corresponding optically active symmetrical diols with high enantiomeric excesses.

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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

Brief introduction of C17H14O

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Phosphazene bases have been utilized as efficient organocatalysts to catalyze the double Michael additions of divinyl ketones with active methylenes to afford functionalized cyclohexanones in 36-91% yields with >25:1 diastereoselectivity.

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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

Archives for Chemistry Experiments of (S)-Propane-1,2-diol

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[Problem] 2 tyrosine kinase mediated signal transduction inhibitor. (I) a pharmaceutically acceptable salt of the compound of the formula [a] and (In the formula, R1 , R2 , R3 , R4A , R4B , X1 , X2 , X3 , X4 , X5 And the n, as herein defined), pharmaceutical compositions containing the same, as well as preparation and use of the method, are disclosed herein. Figure 1 [drawing] (by machine translation)

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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

Discovery of C4H10O2

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Six novel secoiridoid glucosides, adinosides A (1), B (2), C (3), D (4), E (5), and grandifloroside 11-methyl ester (6) were isolated, together with 27 known compounds, from the dried leaves, flowers, and twigs of Adina racemosa. The structures of the new compounds were determined by spectroscopic (NMR, MS) and chemical means.

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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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Eight stable N,N-bis(trimethylsilyl)-1-alkenesulfenamides (3) were synthesized by the reaction of 1-alkenesulfenate anions with TMSCI and LiHMDS. Compounds 3 were isolated either by distillation or by chromatography. 1-Alkenesulfenamides (3) can be desilylated in the presence of aldehydes and ketones that do not bear alpha- hydrogens, to afford 1-alkenesulfenimines (7) either as single isomers or as mixtures of geometric isomers about the C=N bond. Protodesilylation of compounds 3 leads to 1-alkenesulfenamides (8) that have only hydrogens on the nitrogen. The parent 1- alkenesulfenamides 8 are not particularly stable, but could be characterized.

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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