Brief introduction of (S)-Propane-1,2-diol

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Four new chiral polymers of BINOLSalen-cobalt(III) salt complexes have been designed, synthesized and applied to the direct fabrication of chiral propylene carbonate from racemic propylene oxide. The (R/S)-polymer catalyst 2 and (S/R)-polymer catalyst 4 exhibit better enantioselectivity than the (R/R)-polymer catalyst 1 and the (S/S)-polymer catalyst 3 and have been recovered and reused more than ten times without loss of activity and enantioselectivity.

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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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beta-Galactosyl transfer from lactose to acceptor alcohols (R)-(-)-butan-2-ol, (RS)-butan-2-ol, (S)-(+)-propane-1,2-diol, (RS)-propane-1,2-diol, (S)-(+)-butane-1,3-diol, (RS)-butane-1,3-diol, propane-1,3-diol, (S)-(+)-isopropylideneglycerol (1,2-O-isopropylidene-sn-glycerol) and (RS)-isopropylideneglycerol (rac-1,2-O-isopropylideneglycerol) was studied, catalysed by the beta-galactosidase (beta-D-galactoside galactohydrolase EC 3.2.1.23) of Escherichia coli.Preference for galactosyl transfer to the R-enantiomers of chiral alcohols was observed, although selectivity was not pronounced.Higher selectivity for transfer to the primary hydroxy groups of the primary-secondary diols was observed.The results are interpreted in terms of a proposed active site model for the enzyme.

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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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Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. Recommanded Product: 1,5-Diphenylpenta-1,4-dien-3-one, Name is 1,5-Diphenylpenta-1,4-dien-3-one. In a document type is Article, introducing its new discovery., Recommanded Product: 1,5-Diphenylpenta-1,4-dien-3-one

The enantioselective double Michael reaction of N-Boc-3-nonsubstitued oxindoles with dienones catalyzed by chiral monoimide protected cyclohexane-1,2-diamines was developed. A wide range of optically active spirocyclic oxindoles were obtained up to 98% yield and up to 89% 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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This type of reactivity has quickly become one of the cornerstones of modern catalysis .In a patent, Computed Properties of C4H10O2, name is (2S,3S)-Butane-2,3-diol, belongs to chiral-oxygen-ligands compound, introducing its new discovery. Computed Properties of C4H10O2

Seven compounds including four undescribed fusaric acid derivatives, namely fusaricates H-K, and two undescribed gamma-pyrone derivatives, named fusolanones A-B, as well as a known compound fusaric acid, were isolated from a mangrove endophytic fungus Fusarium solani. Fusaricates H-K represent the first cases of fusaric acid butanediol esters and are diastereoisomers. Their structures including absolute configurations were elucidated based on NMR, MS, chemical synthesis, chiral HPLC analysis and ECD calculations. The antibacterial activity of all undescribed compounds were tested and fusolanone B showed the best activity with MIC value 6.25 mug/mL on Vibrio parahaemolyticus.

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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 (S)-Propane-1,2-diol

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The hydrolytic kinetic resolution (HKR) of terminal epoxides, using chiral chromium(III)-salen catalysts based on DIANANE (endo,endo-2,5-diaminonorbornane) , was studied. A broad substrate scope was found for the chromium(III)-DIANANE catalysts, and very low loadings (down to 0.05 mol%) were needed to achieve high enantiomeric purities of both the remaining epoxides and the product diols (up to >99% ee). Besides monosubstituted epoxides, 2-methyl-2-n-pentyloxirane, which is an example for 2,2-disubstituted epoxides, could be ring-opened in an asymmetric fashion with water in the presence of an electronically tuned chromium-(III)-DIANANE complex.

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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 strategies for the oxidative cycloaddition of enones with enamines are developed. These cycloaddition reactions directly afford substituted aromatic amines, which are important in organic chemistry, in moderate to good yield. Cu(OAc)2/TFA is shown to be essential to achieve high reaction efficiency.

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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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(equation presented) 2,2?,6,6?-Tetrahydroxybiphenyl undergoes a facile annulation reaction with bis(mesylate) derived from (S)-1,2-propanediol in the presence of Cs2CO3 to give the corresponding asymmetric desymmetrization product of S axial chirality with exclusive diastereoselectivity. The desymmetrization product can be utilized as a versatile chiral building block in asymmetric synthesis of axially chiral 6,6?-disubstituted 2,2?-biphenyldiols.

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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 cis- and trans-2-methyl-2-oxo-2-trityl-1,3,2-dioxaphosphorinanes were obtained in the Arbuzov reaction of 2-methoxy-4-methyl-1,3,2-dioxaphosphorinane with trityl chloride. The NMR spectra (1H, 13C and 31P) in solution indicated that trans isomer exists in the form of two noncongruent molecules and it adopts two different conformations: a halfchair and a sofa, while the cis isomer exists as the mixed half/chair-sofa conformer. The compounds crystallise as a pure chiral forms and as a racemates. The solid state structural studies show that NMR data are consistent with the single crystal X-ray analysis, but the conformation existing in the crystal structure is more complex than it can be supposed on sole NMR determination. Crystal data: cis-isomer chiral form: space group P32, a = 8.782, b = 8.782, c = 21.680, alpha = 90.00, beta = 90.00, gamma = 120.00, V = 1448.0; cis-isomer racemate: space group Pca21, a = 16.773, b = 8.491, c = 27.006, alpha = 90.00, beta = 90.00, gamma = 90.00, V = 3846.2; trans-isomer racemate: space group Cc, a = 16.133, b = 8.388, c = 16.158, alpha = 90.00, beta = 117.20, gamma = 90.00, V = 1944.8; trans-isomer chiral form: space group P 1, a = 8.397, b = 9.003, c = 14.944, alpha = 80.76, beta = 74.38, gamma = 63.31, V = 971.1).

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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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Lantanide tri-2-propoxides, Ln(i-PrO)3 (Ln=Nd, Eu, Gd, Dy, Er, Tm, Yb), are very efficient for the catalytic Meerwein-Ponndorf-Verley reduction.The catalytic activity of Gd(i-PrO)3 is about 1E3 times as high as that of Al(i-PrO)3.Compared with Gd(i-PRO)3, Yb(i-PrO)3 is less active for the reduction of ketones but is efficient for that of aldehydes.

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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