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Reactions of C-aryl-N-phenyl-nitrones with dibenzylideneacetone yielded pairs of diastereomeric bis-isoxazolidines in good to moderate yields. Both types of cycloadducts possessed identical regio- and stereo-selectivity. Molecular modeling studies revealed small difference in energy between the two isomers. Less stable isomer was converted to more stable one via partial cycloreversion followed by re-cycloaddition pathway. Zinc mediated acid catalyzed cycloreversion was observed for more stable diastereomer whereas less stable one yielded corresponding bis-1,3-aminoalcohols in similar condition. Some cycloadducts were screened for anticancer and antibacterial 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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One-pot etherification reaction of aromatic and some aliphatic carbonyl compounds with organic halides in the presence of sodium hydride as a reducing reagent proceeded smoothly in dioxane, a polar solvent with higher boiling point, to provide desired ethers in moderate to high yields. Copyright Taylor & Francis Group, LLC.

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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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Chalcones made easy: Carbonylative Heck reactions of aryl and alkenyl triflate derivatives with carbon monoxide and aromatic olefins proceed in the presence of palladium catalysts (see scheme; dppp=1,3-bis(diphenylphosphino) propane, Tf=triflate; R=aryl, vinyl). With this process, the gap between the Suzuki and Sonogashira carbonylative reactions is finally bridged. “Chemical equation presented”

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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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New 6-amino and 6,8-diamino-2-aryl-2,3-dihydro-4-styryl-1H- pyrimido[4,5-b][1,4]diazepines were obtained in the reaction of 2,4,5,6-tetraaminopyrimidine 1a and 4,5,6-triaminopyrimidine 1b with one equivalent of the diarylideneacetones 2 in absolute ethanol with acetic acid as the catalyst. Structure analysis of 6-amino and 6,8-diamino-2-aryl-2,3-dihydro-4-styryl-1H- pyrimido[4,5-b][1,4]diazepines 3a-i, determined by detailed nmr measurements, reveals a high regioselectivity of this reaction.

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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 novel one-pot fluorination and asymmetric Michael addition reaction sequence promoted by recyclable fluorous bifunctional cinchona alkaloid-thiourea organocatalysts is introduced for the synthesis of alpha-fluoro-beta- ketoesters bearing two chiral centers.

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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 base is a key factor in aldol reactions in organic media, determining the selectivity. Here, we describe a tetrahedral phenylboronate salt as a mild non-nucleophilic base that is able to catalyse the aldol reaction and significantly decrease the formation of undesired elimination products. This journal is

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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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We report here a convenient method to construct polysubstituted azetidines and 2,4-dioxo-1,3-diazabicyclo[3.2.0] compounds with high stereoselectivities in a one-pot reaction mediated by I2. The tetramethylguanidine (TMG)/I2-mediated formal [2 + 2] cycloaddition reaction of alpha-amidomalonate 1 with enones 2 affords functionalized azetidine derivatives 4 in moderate to good yields with high diastereoselectivity. When the alpha-ureidomalonate 5 is used instead of 1, 2,4-dioxo-1,3-diazabicyclo[3. 2.0]heptanes 8 and 2,4-dioxo-1,3-diazabicyclo[3.2.0]heptenes 9 can be prepared selectively through the control of solvent and temperature. 2,4-Dioxo-1,3- diazabicyclo[3.2.0]heptanes 8 can further undergo ring-opening reactions with different nucleophilic reagents to afford the corresponding polyfunctionalized azetidine derivatives 13-16 with high steroselectivities.

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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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Azomethine ylides generated by the decarboxylation of imines of a- amino acids and 2,2?- dipyridyl ketone undergo 1,5-electrocyclisation and subsequent aromatisation to generate 1,3- disubstituted-2-azaindolizines. Azomethine ylides generated from 1,2,3,4- tetrahydroisoquinoline and diarylidene acetone undergo 1,5-electrocyclisation and subsequent prototropic rearrangement, to give pyrrolo-5,6-dihydroisoquinolines.

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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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It was found that homoleptic cyclopentadienyl lanthanide complexes Cp3Ln (Ln = Y (1), Yb (2), Sm (3), Nd (4), La (5), Cp = cyclopentadienyl) can be employed as excellent catalysts for the hydroboration of various aldehydes and ketones toward pinacolborane. These robust lanthanide catalysts exhibited high reactivity with low catalyst loadings (0.01-1 mol %) under mild conditions and good functional group tolerability. These complexes also demonstrated uniquely carbonyl-selective hydroboration in the presence of alkenes and alkynes.

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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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We evaluated the antimicrobial activity of 25 monoketone curcuminoids (MKCs) against a representative panel of cariogenic bacteria in terms of their minimum inhibitory concentration (MIC) values. Curcumin A (10) displayed promising activity against Streptococcus mutans (MIC = 50 mug/ml) and Streptococcus mitis (MIC = 50 mug/ml) as well as moderate activity against S. sanguinis (MIC = 100 mug/ml), Lactobacillus casei (MIC = 100 mug/ml), and Streptococcus salivarius (MIC = 200 mug/ml). Results indicated higher activity of compound 10 than that of its bis-beta-diketone analog. Additionally, compounds 3a (1,5-bis(4-methylphenyl)pentan-3-one) and 7b (1,5-bis(4-bromophenyl)pentan-3-ol) were moderately active against S. mitis (MIC = 100 mug/ml) and S. salivarus (MIC = 200 mug/ml).

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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