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A mild, chemoselective, oxidative method for deoximation using Dess- Martin periodinane

The Dess-Martin Periodinane (DMP) [1,1,1-triacetoxy-1,1-dihydro-1,2- benziodoxol-3(1H)-one], oxidatively deoximates aldoximes as well as ketoximes in very high yields, smoothly in short time, and under mild conditions. Deoximation occurs selectively in the presence of primary, secondary, and benzylic alcohols, O-methyl oximes, tosylhydrazones, and acid sensitive groups/moieties.

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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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Chemoenzymatic preparation of (2S,3S)- and (2R,3R)-2,3-butanediols and their esters from mixtures of d,l- and meso-diols

An efficient method of preparing the pure enantiomers of 2,3-butanediol from commercially available mixtures of the d,l- and meso-isomers was developed. It furnished (2S,3S)-2,3-butanediol with >99% e.e. and a >99.5/0.5 diastereomeric ratio and (2R,3R)-2,3-butanediol in 95% e.e. and >95/<5 diastereomeric ratio. One of the oldest and most widely used commercial enzyme inhibitors is aspirin, Formula: C4H10O2, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 19132-06-0

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 new route to 2,3-dihydro-1,5-benzothiazepines from nitrodisulfides and alpha,beta-unsaturated ketones by Sml2

Nitrodisulfides on treatment with Sml2 in anhydrous THF at room temperature lead to reactive intermediates, which are ‘living’ double-anions and react smoothly with alpha,beta-unsaturated ketones to afford 2,3-dihydro-1,5-benzothiazepines in good yields under mild and neutral conditions.

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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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From C2- to D2-symmetry: atropos phosphoramidites with a D2-symmetric backbone as highly efficient ligands in Cu-catalyzed conjugate additions

Atropos phosphoramidites with the D2-symmetric biphenyl backbone were diastereoselectively prepared with ease from achiral tetrahydroxy biphenyls. This type of ligands is proved to be highly efficient in the Cu-catalyzed conjugate additions of diethylzinc to alpha,beta-unsaturated ketones and nitroalkenes. The unique D2-symmetric backbone endows the ligands with an excellent chiral environment.

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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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Enantioselective hydrogenation of ketones over a tartaric acid-modified raney nickel catalyst: Substrate-modifier interaction strength and enantioselectivity

Chiral (R,R)-tartaric acid and NaBr-doubly modified Raney nickel (TA-MRNi) is a promising heterogeneous catalyst for enantioselective hydrogenation of prochiral beta-keto esters. To obtain deeper insights into the factors ruling the enantioselectivity, enantiodifferentiating hydrogenation of substituted ketones was studied over TA-MRNi and NaBr-modified RNi by use of combined individual-competitive hydrogenation techniques. Relative equilibrium adsorption constants of the substrates were estimated to evaluate their relative interaction strength with adsorbed tartaric acid moiety. DFT calculations were also performed to estimate the interaction energy through hydrogen bonding, providing clear support to the kinetic analysis and surface model. It is concluded with the enantioselective hydrogenation of ketones over TA-MRNi that the enantioselectivity increases as the substrate-modifier interaction strength increases: Methyl acetoacetate (MAA) > acetylacetone (AA) ? 4-hydroxy-2-butanone (HB) > 2-octanone (2O).

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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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Synthesis of gamma-keto-delta-alkenyl-phosphonates and phosphine oxides as precursors of novel phosphono-pyrazoline and pyrazole derivatives

Herein we report the synthesis of gamma-keto-delta-alkenyl-phosphonates and phosphine oxides by two versions of strategy (a) which involves the addition of dialkyl phosphites to alpha,alpha?-diarylideneketones, and by strategy (b) which utilizes the reaction of P-chlorodiphenylphosphine with diarylidene ketones in acetic acid. On reaction with hydrazine derivatives, gamma-keto-delta-alkenyl-phosphonates and phosphine oxides give 3-phosphonoethylpyrazoline derivatives which can be converted into the corresponding aromatic pyrazoles by oxidative dehydrogenation, using sodium nitrite as oxidizing agent.

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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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Heteroatom-Directed Acylation of Secondary Alcohols to Assign Absolute Configuration

Birman’s HBTM catalyst is effective for the enantioselective acylation and kinetic resolution of benzylic secondary alcohols. The enantioselective acylation has now been extended to secondary alcohols bearing electron-withdrawing groups such as halides and other heteroatoms. The level of selectivity is modest to good and is sufficient for determining configuration using the competing enantioselective conversion method. A mathematical analysis identifies conditions for achieving maximum differences in conversion and, consequently, assigning configuration with greater confidence. The new method is effective for halohydrins and secondary-tertiary 1,2-diols and was used to confirm the configuration of two inoterpene natural products.

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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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Anisotropy spectroscopy of chiral alcohols, amines, and monocarboxylic acids: Implications for the analyses of extraterrestrial samples

Stereoisomers of distinct chiral amino acids were observed to occur in L-enantioenriched form in carbonaceous chondrite meteorites. Meteoritic amines and monocarboxylic acids were recently shown to occur in racemic ratio. In this study we investigated the electronic circular dichroism and anisotropy spectra of chiral alcohols, chiral amines, and chiral monocarboxylic acids. We recorded circular dichroism and anisotropy spectra from 280 to 170 nm in aqueous solution using a synchrotron-radiation ultraviolet circular dichroism spectrophotometer. The obtained anisotropy spectra are employed to discuss the likely role of ultraviolet circularly polarized light leading to enantioenriched amino acids, as well as racemic amines and monocarboxylic acids during their primordial interstellar synthesis. These data will moreover accompany the European Space Agency’s Rosetta mission, which successfully landed Philae on the nucleus of comet 67P/Churyumov?Gerasimenko to search for chiral organic molecules.

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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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Synthesis of 3-substituted indoles promoted by pulverization-activation method catalyzed by Bi(NO3)3·5H2O

(Chemical Equation Presented) A new, facile, efficient, “green” and chemoselective procedure for the synthesis of indole derivatives has been developed with pulverization-activation method catalyzed by Bi(NO 3)3·5H2O (PAMC- Bi(NO3) 3·5H2O) through grinding of indoles with aldehydes or Michael acceptors in the presence of catalytic amounts of Bi(NO 3)3·5H2O under solvent-free conditions.

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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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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:
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