Month: June 2021

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Carboxylic acid reductases (CARs) catalyze the reduction of a broad range of carboxylic acids into aldehydes, which can serve as common biosynthetic precursors to many industrial chemicals. This work presents the systematic biochemical characterization of five carboxylic acid reductases from different microorganisms, including two known and three new ones, by using a panel of short-chain dicarboxylic acids and hydroxy acids, which are common cellular metabolites. All enzymes displayed broad substrate specificities. Higher catalytic efficiencies were observed when the carbon chain length, either of the dicarboxylates or of the terminal hydroxy acids, was increased from C2 to C6. In addition, when substrates of the same carbon chain length are compared, carboxylic acid reductases favor hydroxy acids over dicarboxylates as their substrates. Whole-cell bioconversions of eleven carboxylic acid substrates into the corresponding alcohols were investigated by coupling the CAR activity with that of an aldehyde reductase in Escherichia coli hosts. Alcohol products were obtained in yields ranging from 0.5 % to 71 %. The de novo stereospecific biosynthesis of propane-1,2-diol enantiomer was successfully demonstrated with use of CARs as the key pathway enzymes. E. coli strains accumulated 7.0 mm (R)-1,2-PDO (1.0 % yield) or 9.6 mm (S)-1,2-PDO (1.4 % yield) from glucose. This study consolidates carboxylic acid reductases as promising enzymes for sustainable synthesis of industrial chemicals.

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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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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

New research progress on 24621-61-2 in 2021. Chemistry is a science major with cience and engineering. The main research directions are chemical synthesis, new energy materials. Quality Control of (S)-Butane-1,3-diol, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent，Which mentioned a new discovery about 24621-61-2

Ruthenium complexes of phosphinoferrocenylaminophosphine ligands (BoPhoz ligands) have been prepared by combining the ligands with tris(triphenylphosphine)ruthenium dichloride and precipitating the complexes. The optimal species exhibit high enantioselectivities for the asymmetric hydrogenation of functionalized ketones, particularly beta-ketoesters.

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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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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

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 Quality Control of (S)-Propane-1,2-diol, molecular formula is C3H8O2. The compound – (S)-Propane-1,2-diol played an important role in people’s production and life., Quality Control of (S)-Propane-1,2-diol

Complexation of (4S,9S)-4,9-diethyl-2,11-dioxa-5,8-diaza-1lambda 5-phosphatricyclo[6.3.0.01.5]undecane (1) and 3,3,8,8-tetramethyl-1,6-dioxa-4,9-diaza-5lambda 5-phosphaspiro[4,4]nonane (2) with [Rh(CO)2Cl]2; 2,3,7,8-dibenzo-1,6-dioxa-4,9-diaza-5lambda 5-phosphaspiro-[4,4]nonane (3) with [Rh(CO)2Cl]2 and [MCl2(COD)] (M = Pd, Pt); (2S,7S)-2,7-dimethyl-1,4,6,9-tetraoxa-5lambda 5-phosphaspiro[4,4]nonane (4) with [Rh(CO)2Cl]2 and [PdCl2(COD)] has been studied. The products have been characterized by 1H-, 2H-, 13C-, 31P-NMR, IR spectroscopy, laser desorption mass spectrometry and X-ray photoelectron spectroscopy. A possible mechanism for hydrophosphoranes complexation is discussed. A correlation between Lewis basicity and coordination activity has been found for ligands 1-3. Phosphorane 4 was shown to coordinate by means of the P(III)-tautomer.

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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

Reference of 19132-06-0, New Advances in Chemical Research in 2021. The spectroscopic and theoretical assessments of solvent structures and their interactions with reaction intermediates and transition states. 19132-06-0, Name is (2S,3S)-Butane-2,3-diol, molecular formula is C4H10O2, belongs to chiral-oxygen-ligands compounds. In a Article，once mentioned of 19132-06-0

In this study, the thermal behavior of butanediol isomers is investigated for temperatures ranging from 103 to 303 K using differential scanning calorimetry, complemented, when necessary, by polarized light thermal microscopy. The butanediol isomers display quite different thermal behaviors: for 1,2- and 1,3-isomers, glass transition is the only thermal event observed; for 1,4-butanediol, crystallization occurs on cooling even at a high scanning rate and no glass formation was detected; and for the 2,3-isomer, glass or crystal formation is dependent on the experimental conditions employed. The glass-forming ability of the isomers is correlated with data available on their molecular symmetry.

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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

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 HPLC of Formula: C17H14O, molecular formula is C17H14O. The compound – 1,5-Diphenylpenta-1,4-dien-3-one played an important role in people’s production and life., HPLC of Formula: C17H14O

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