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Thiourea-modified cinchona alkaloids as bifunctional catalysts and a base could catalyze a stepwise [5+1] cyclization of divinyl ketones with nitromethane via double Michael additions, furnishing optically active 4-nitro- cyclohexanones with good yields, excellent diastereoselectivities (>20:1) and high enantiomeric ratios (up to 97:3). The Royal Society of Chemistry.

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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 FeCl3-catalyzed 1,3-dipolar cycloaddition reaction of pyridinium-1-yl(quinolin-2-yl)methanide, prepared in situ from the iodine catalyzed reaction of 2-methylquinoline and pyridine in the presence of base, with chalcones or dibenzylideneacetones, in the one-pot synthesis of aryl(2-aryl-3-(quinolin-2-yl)indolizin-1-yl)methanones is described.

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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 simple and highly active catalytic process for ring-opening alternating copolymerization (ROAC) of cyclic anhydrides and epoxides still remains a key challenge. Herein, we have described an effective group of versatile and low-toxic zinc dicarbyl/amine Lewis pairs for the ROAC. The facile route showed a high catalytic activity (TOF ? 210 h-1 at 110 C) and perfectly alternating selectivity (>99%). An unexpected highly regioselective ring-opening of asymmetric epoxides (PO, ECH and SO) was also achieved by the combination of zinc alkyls (or aryls) and amines. Of note, deprotonation side reaction of alpha-H of anhydrides with organic bases was uncovered, and subsequently was inhibited by using nonpolar solvents and Lewis acid/base pairs. Thus, an array of polyesters was synthesized by the coupling of various anhydrides (PA, CHA, SA and NA) and epoxides (CHO, PO, ECH and SO) using the same Lewis pairs. Furthermore, variable temperature 1H NMR spectral and MALDI TOF MS analyses were performed to understand the possible mechanism and microstructure. The experimental results indicated that zwitterionic alkoxide and carboxylate intermediates alternately formed to enhance the ester repeat units in chain initiation and propagation. This work provides a simple and green catalytic strategy to prepare diversified polyesters from the ROAC process of cyclic anhydrides and epoxides with considerable catalytic activity and alternating selectivity.

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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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Two series of chalcone based sulfone and bisulfone derivatives were synthesized using chalcone, thiophenol and sodium metal at room temperature, followed by oxidation of chalcone sulfides with m-CPBA at 0 C in a novel method. Both sulfones and bisulfones were evaluated for their antimicrobial activities against Aspergillus niger and Candida albicans (yeast), Bacillus subtilis and Staphylococcus aureus (Gram (+) bacteria) and Pseudomonas aeruginosa and Salmonella typhimurium (Gram (-) bacteria) strains. Among them, compounds 2c, 3c, 6c, 7c, 8c and 9c have shown high antifungal activity against C. albicans compare to reference drugs viz. Amphotericin-B and Nystatin. Compound 1c has shown slightly better antibacterial activity against B. subtilis and compounds 5c, 6c and 7c have shown excellent antibacterial activity against S. typhimurium in compare to reference drugs Ampicillin and Kanamycin.

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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 synthesis of homochiral phosphorus-based ligands has escalated dramatically over the last decade in the drive to develop new, and further fine tune existing, base structures of chiral auxiliaries that have had, and most certainly are continuing to have, a phenomenal impact in the arena of enantioselective catalysis. This review highlights the vast array of homochiral phosphorus-based ligands and their significantly fewer arsenic-based analogs, the key synthetic strategies used to prepare them and the significant roles that they have been employed in after coordination to a transition metal center.

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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 cross-aldol condensations of cyclopentanone, cyclohexanone and acetone with benzaldehyde or cinnamaldehyde were catalysed in the presence of SOCl 2, in anhydrous ethanol to synthesise alpha, alpha? -bis(substituted benzylidene) ketones with excellent yields(92-97%).

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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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Poly(N,N’-dibromo-N-ethyl-benzene-1,3-disulfonamide) [PBBS] and N,N,N’,N’-tetrabromobenzene-1,3- disulfonamide[TBBDA] were used as efficient reagents for conjugate addition of indole and pyrrole with a,b-unsaturated ketones and also, double-conjugate 1,4-addition of indoles to dibenzylidenacetones. Iranian Chemical Society 2012.

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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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Disclosed are methods for increasing the differentiation of mammalian neuronal cells for purposes of treating neurodegenerative diseases or nerve damage by administration of various compounds including alcohols, diols and/or triols and their analogues.

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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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(Figure presented) The absolute configuration of a 1, 2-prlmary/secondary dlol can be easily determined by preparation of Its bls-(R)- and bls-(S)-9-AMA ester derivatives, followed by comparison of the NMR chemlcal shifts of the dlastereotoplc methylene protons In the two derivatives. Alternatively, the assignment can be carried out using only one derivative If the evolution with temperature of the signals corresponding to the CaH protons Is analyzed.

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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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Glycerol dehydrogenase (GDH, EC 1.1.1.6, from Enterobacter aerogenes or Cellulomonas sp.) catalyzes the interconversion of analogues of glycerol and dihydroxyacetone.Its substrate specificity is quite different from than of horse liver alcohol dehydrogenase (HLADH), yeast alcohol dehydrogenase, and other alcohol dehydrogenases used in enzyme-catalyzed organic synthesis and is thus a useful new enzymic catalyst for the synthesis of enantiomerically enriched and isotopically labeled organic molecules.This paper illustrates synthetic applications of GDH as a reduction catalyst by the enantioselective reduction of 1-hydroxy-2-propanone and 1-hydroxy-2-butanone to the corresponding R 1,2-diols (ee = 95-98percent). (R)-1,2-Butanediol-2-d1 was prepared by using formate-d1 as the ultimate reducing agent.Comparison of (R)-1,2-butanediol prepared by reduction of 1-hydroxy-2-butanone enzymatically and with actively fermenting bakers’ yeast indicated than yield and enantiomeric purity were similar by the two procedures.Reactions proceeding in the direction of substrate oxidation usually suffer from slow rates and incomplete conversions due to product inhibition.The kinetic consequences of product inhibition (competitive, noncompetitive, and mixed) for practical synthetic applications of GDH, HLADH, and other oxidoreductases are analyzed.In general, product inhibition seems the most serious limitation to the use of these enzymes as oxidation catalysts in organic synthesis.

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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