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(Chemical Equation Presented) Being cagey: More than two chiral [Co-(salen)] catalyst molecules can be confined in one nanocage of SBA-16 by reducing the pore entrance size by silylation. The [Co(salen)]/SBA-16 catalysts with more than two [Co(salen)] complexes in each cage show a significantly enhanced cooperative activation effect and exhibit much higher activity than the homogeneous [Co(salen)] catalyst in the hydrolytic kinetic resolution of epoxides (see scheme).

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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 Advances in Chemical Research, May 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic and spectroscopic. An article , which mentions category: chiral-oxygen-ligands, molecular formula is C3H8O2. The compound – (S)-Propane-1,2-diol played an important role in people’s production and life., category: chiral-oxygen-ligands

(S)-1-(indol-2-yl)-propan-2-ol was used as a chiral auxiliary to form a dinucleotide phosphorothioate triester in 97% ee.

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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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Enantiomerically pure cyclic chiral sulfite (S)-7 (trans stereochemistry) has been easily obtained in two steps from (S)-ethyl lactate.This compound was found to react cleanly with many organometallics to give crystalline sulfinates with high regioselectivity (>90:10).Addition of a second organometallic transforms the purified sulfinate in excellent yield into a chiral sulfoxide (100percent ee) of predictable absolute configuration.The mechanism and scope of this approach are discussed.This method completes the various other methdos of preparation of chiral sulfoxides and is especially convenient for the preparation of tert-butyl sulfoxides.Examples for the synthesis of many chiral tert-butyl sulfoxides are given.The case of chiral sulfites derived from a C2 diol or of a chiral monoalcohol is also proposed as a route to chiral sulfinates, and some promising preliminary results have been obtained.The general main route to obtain chiral sulfoxides from sulfites are also discussed.

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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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Chiral and achiral allyltrichlorostannanes reacted with chiral beta-alkoxy and syn and anti alpha-methyl-beta-alkoxy aldehydes to give the corresponding homoallylic alcohols with moderate to high diastereoselectivities.

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

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In this work it was shown that TBD (1,5,7-triazabicyclo[4.4.0]dec-5-ene), a cheap and commercially available guanidine base, efficiently catalyzes aldol condensation reactions yielding interesting products for pharmacological and fragrance industries. This methodology works under solvent-less conditions and affords with very good conversions the corresponding products. Moreover, a simple and effective separation protocol using the CO2 fixation was employed. The catalyst could be recovered and re-used for three 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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For the role of monomeric metaphosphate and the nature of the transition states in the alcoholysis of phosphoric monoesters to be examined, phenyl <(R)-16O,17O,18O>phosphate and 2,4-dinitrophenyl <(R)-16O,17O,18O>phosphate have been synthesized and the stereochemical course of the methanolysis of phenyl phosphate monoanion and of dinitrophenyl phosphate dianion has been evaluated. <(R)-16O,17O,18O>Phosphocreatine has also been synthesized and the stereochemical course of the methanolysis of this molecule determined.In each case, complete inversion of configuration at phosphorus is observed.It is clear that metaphosphate, if it exists as a true intermediate in these reactions in protic solvent, does not leave the solvent cage in which it is generated.Indeed, product formation occurs more rapidly than rotation of the putative metaphosphate intermediate.These displacements must therefore occur by preassociative mechanisms in which there may be some assistance from the incoming nucleophile.The present results do not allow a distinction to be made between a “preassociative concerted” path (that is, an SN2-like displacement via a very loose transition state) and a “preassociative stepwise” path via a metaphosphate intermediate of very short lifetime.

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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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Phenacylpyridinium bromide, p-chlorophenacylpyridinium bromide, and p-methylphenacylpyridinium bromide were reacted with para-substituted dibenzalacetones in presence of ammonium acetate in glacial acetic acid to give 2,4-diaryl-6-(beta-phenylvinyl)pyridines in 45-65 percent yields.Ammonium acetate in acetic acid was used as an aza cyclization agent.The structures of the resulting pyridines were confirmed by IR and NMR spectral data and elemental analyses.

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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 3-step synthesis of the title compound from (S)-aspartic acid is described. The overall yield of this process is 65% and the enantiomeric purity (ep) of the product is greater than 99%.

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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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Thiophenophan-1-enes with chiral polyether bridges were prepared and their diastereospecific photochromic reactions were studied. The coupling reaction of substituted dithienylethenes and various chiral synthons afforded thiophenophan-1-enes, namely, bridged dithienylethenes, as single enantiomers without optical resolution, thus indicating that these reactions occurred diastereoselectively. Upon UV irradiation, each optically active thiophenophan-1-ene isomerized to the corresponding enantiomer of the closed form and returned to the initial enantiomer of the open form upon visible irradiation. Because thiophenophan-1-enes never isomerized to other diastereomers even at a high temperature, they underwent diastereospecific photochromic reactions. Large changes were observed in the measurement of the optical rotations of the solutions of thiophenophan-1-enes at 588 nm according to their photochromic reactions. As there was no absorption at this wavelength for both isomers of each thiophenophan-1-enes, the nondestructive readout of the photochromic reaction could be carried out by using these chiral thiophenophan-1-enes. Photo finish: Photochromic reactions of thiophenophan-1-enes with chiral polyether bridges occurred completely in a diastereospecific manner, even at high temperatures. Circular dichroism spectra and optical rotations changed photoreversibly according to the photochromic reactions between the enantiomers of the photoisomers (see figure). Copyright

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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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Allylic pinacol boronic esters are stable toward 1,3-borotropic rearrangement. We developed a PdII-mediated isomerization process that gives di- or trisubstituted allylic boronic esters with high E selectivity. The combination of this method with lithiation-borylation enables the synthesis of carbon chains that bear 1,5-stereogenic centers. The utility of this method has been demonstrated in a formal synthesis of (+)-jasplakinolide. Three more: The 3C homologation of chiral pinacol boronic esters gives di- or trisubstituted allylic boronic esters with high yield and E selectivities. The combination of this method with lithiation-borylation enables the synthesis of alkyl chains that bear 1,5-stereogenic centers. The utility of the process was demonstrated in a formal synthesis of (+)-jasplakinolide.

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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