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Allyltrichlorostannane additions to chiral aldehydes

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£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Asymmetric hydrogenation of prochiral carboxylic acids and functionalized carbonyl compounds catalysed by ruthenium(II)-binap complexes with aryl nitriles (binap=(R)- or (S)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl)

Complexes RuCl2(ArCN)2(binap), II (binap=(R)- or (S)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl; ArCN=benzonitrile, a; 2-furancarbonitrile, b; pentafluorobenzonitrile, c) were prepared, and their solution properties were investigated by 31P NMR measurements.The catalytic aactivities and enantioselectivities for IIa-c catalysed hydrogenation of some prochiral acids were very similar to those provided by Ru2Cl4(binap)2(NEt3), I.In the hydrogenation of beta-functionalized carbonyl compounds, however, IIa-c showed considerably lower activities and/or selectivities, compared with complex I.The differences in IIa-c catalysed reactions are discussed in relation to the coordinating abilities of ArCN in II.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.Electric Literature of 24621-61-2. I hope my blog about 24621-61-2 is helpful to your research.

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Substrate structure and incubation-parameter-dependent selectivities in chiral discrimination of galactopyranosides by beta-galactosidase hydrolysis

Mono-beta-galactopyranosides of (+/-)-propane-1,2-diol, (+/-)-butane-1,3-diol, (+/-)-pentane-1,4-diol, (+/-)-butan-2-ol, (+/-)-pentan-2-ol and (+/-)-1,2-O-isopropylideneglycerol were synthesized by the Koenigs-Knorr reaction using hydroxycarbonyl compounds as precursors for the diolic substrates.Hydrolysis of 3-hydroxybutyl beta-D-galactopyranoside 18 by beta-galactosidases from Eschrichia coli, Aspergillus oryzae, Kluyveromyces lactis and Bacillus circulans, respectively, resulted in each case in an enantiomeric enrichment of the released diol.This was most significant with the E. coli enzyme and and increased with higher reaction temperature and shorter incubation periods.Under standartized conditions, cleavage of all synthesized galactopyranosides by this enzyme showed the highest stereoselectivity for butane-1,3-diol, butan-2-ol and isopropylideneglycerol with enantiomeric excesses in the range 60-75percent.For compounds with structural similarity to the natural substrate lactose, enhanced stereodiscriminations were expected.However, this could not be confirmed and instead a specific hydrophobic interaction is suggested to play a crucial role.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Access to (S)-2-Methyloxetane and the Precursor (S)-1,3-Butanediol of Hight Enantiomeric Purity

(S)-2-Methyloxetane (1) and its precursor (S)-1,3-butanediol (2) were prepared in low to moderate chemical yield with less than 0.5percent racemization from (S)-ethyl lactate (4) and from (2S,3S)-allothreonine (14b).For the first time the enantiomeric purities of both the starting material and the product (1) were carefully determined by high-precision capillary gas chromatography on optically active resolving stationary phases.The validity of the quadrant rule, correlating the relative configuration of alkyloxiranes with the order of elution from manganese(II) bis<(1R)-3-(heptafluorobutyryl)camphorate> (3) by complexation gas chromatography, is also confirmed for 2-methyloxetane (1).

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Enzymatic Synthesis of Glycosides Using the beta-Galactosidase of Escherichia coli: Regio- and Stereo-chemical Studies

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£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Catalytic Hydrogenation of Chiral alpha-Amino and alpha-Hydroxy Esters at Room Temperature with Nishimura Catalyst without Racemization

The hydrogenation of carboxylic acid derivatives at room temperature was investigated. With a mixed Rh/Pt oxide (Nishimura catalyst), low to medium activity was observed for various alpha-amino and alpha-hydroxy esters. At 100 bar hydrogen pressure and 10% catalysts loading, high yields of the desired amino alcohols and diols were obtained without racemization. The most suitable alpha-substituents were NH2, NHR, and OH, whereas beta-NH2 were less effective. Usually, aromatic rings were also hydrogenated, but with the free bases of amino acids as substrates, some selectivity was observed. No reaction was found for alpha-NR2, alpha-OR, and unfunctionalized esters; acids and amides were also not reduced under these conditions. A working hypothesis for the mode of action of the catalyst is presented.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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ASYMMETRIC SYNTHESIS VIA CHIRAL ACETAL TEMPLATES. 7. FURTHER STUDIES ON THE CYANATION REACTION. THE USE OF ACETALS DERIVED FROM DIOLS WITH ONE CHIRAL CENTER

New examples of the cyanation reaction are described, including one that affords the cyanohydrin 8, an intermediate for synthesizing pyrethroid insecticides.Also the reaction with acetals derived from S-1,3-butanediol has been examined.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Benzimidazole derivatives

A novel benzimidazole derivative or a salt thereof is provided, which is represented by the formula: wherein R1 represents an alkyl group, etc., R2 represents a substituted or unsubstituted aromatic lower alkyl group, R3 represents an alkyl group, etc., and -X- is represented by the following formula (V): etc. This derivative or a salt thereof is useful as medicine.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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Iodine-Promoted Rapid Construction of Carbamoylphosphonates from Phosphinecarboxamides

Organic phosphonates and their derivatives are an important class of compounds in a variety of fields, especially medicinal chemistry, materials chemistry, agrochemistry and catalysis. For example, phosphonate esters and carbamoylphosphonates are matrix metalloproteinase (MMP) inhibitors, antimetastatic agents and antitumor agents. Phosphonate esters are usually prepared via a multistep transformation from a phenol and an organohalide and require toxic phosphorus halides and aryl/alkyl halides., Palladium-catalyzed couplings of an aryl halide (ArX) with a P?H compound, which were developed by Hirao and co-workers, are now typically used as efficient and substrate-tolerant methods for preparing phosphonates (Scheme 1)., Recently, great advances were made in the synthesis of phosphonate esters via metal-catalyzed C?P bonds couplings of H-phosphonates with C?X compounds (X=B, N, O, S and Si). Despite these clear advances, metal-catalyzed coupling reactions of P?H with C?X(H) are still limited by the need for costly noble metal catalysts. (Figure presented.).

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

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2ALPHA-METHYL AND 2BETA-METHYL ANALOGS OF 19,26-DINOR-1ALPHA,25-DIHYDROXYVITAMIN D3 AND THEIR USES

This invention discloses 2beta-methyl and 26-methyl analogs of 19,26-dinor-1alpha,25-dihydroxyvitamin D3 and pharmaceutical uses therefor. These compounds exhibit in vitro biological activities evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. These compounds have little, if any, in vivo calcemic activity and therefore may be used to treat autoimmune disorders in humans as well as secondary hyperparathyroidism and renal osteodystrophy.

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Reference£º
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate