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Homochiral Ketals in Organic Synthesis. Enantioselective Synthesis of (+)-beta-Eudesmol

An enantioselective preparation of (+)-beta-eudesmol employing a diastereoselective Simmons-Smith cyclopropanation is described.Cyclopropanation of a bicyclic enone precursor is directed by use of the corresponding (2S,3S)-2,3-butanediol ketal.The overall yield of (+)-beta-eudesmol (75 percent ee) from racemic 7-carbomethoxy-3,4,5,6,7,8-hexahydronaphthalen-1(2H)-one is 25percent over eight steps

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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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Treatment of neurodegenerative diseases

Disclosed are methods for increasing the differentiation of mammalian neuronal cells for purposes of treating neurodegenerative diseases or nerve damage by administration of various compounds including alcohols, diols and/or triols and their analogues.

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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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gem-Dimethylcyclopropanation using triisopropylsulfoxonium tetrafluoroborate: Scope and limitations

A new nucleophilic isopropyl transfer reagent, triisopropylsulfoxonium tetrafluoroborate, has been prepared and evaluated. Thus, using this reagent and NaH in DMF, a range of electron deficient alkenes, including several chalcone analogues, alpha,beta-unsaturated ketones, dienones and quinones, plus alpha,beta-unsaturated esters, nitrile, sulfone and nitro examples, have been converted into the corresponding gem-dimethylcyclopropane compounds.

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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

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

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Studies on spiroheterocycles part-I: Installation of biologically active heterocyclic nuclei into spiro compounds derived from cyclohexanone and diphenyl thiobarbituric acid

Diarylidene ketones 1a-c, prepared by the condensation of acetone with different appropriate aldehydes, on Michael addition with 1,3-diphenyl- thiobarbituric acids afford the desired spiro compounds 2a-c. The diarylidene derivatives 3a-1 undergo cyclisation with hydrazine, phenyl hydrazine, hydroxylamine, urea and guanidine carbonate to furnish pyrazole 4a-1, phenyl pyrazole 5a-1, isoxazole 6a-1, pyrimidine 7a-1, and aminopyrimidine 8a-1 compounds, respectively. The structures of all the compounds have been confirmed on the basis of their analytical, IR, NMR and Mass spectral data. The antimicrobial activities of some of the compounds have also been reported.

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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 syntheses of the sex pheromones of pine sawflies, their homologs and stereoisomers

We describe efficient and flexible enantioselective syntheses of the active enantiomers of the pheromones of pine sawflies, including the species Diprion jingyuanensis, their homologs and, stereoisomers, as well as those identified from the Chinese species Diprion jingyuanensis, i.e., 126. A total of 48 compounds, including acetates 78-101 and propanoates 102-125, have been synthesized. Our general approach towards these compounds originated from the commercially available chirons diethyl (S)- and (R)-malates, as well as ethyl (R)-3-hydroxybutanoate. The Seebach asymmetric methylation was employed in a key step to control additional configuration. Copyright

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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

Some scientific research about (S)-Propane-1,2-diol

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Asymmetric desymmetrization of 2,2?,6,6?-tetrahydroxybiphenyl through annulation with enantiomerically pure bis(mesylate)

(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£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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Catalysis by ionic liquid: A simple, green and efficient procedure for the Michael addition of thiols and thiophosphate to conjugated alkenes in ionic liquid, [pmIm]Br

A room temperature ionic liquid, 1-pentyl-3-methylimidazolium bromide, [pmIm]Br efficiently catalyzes Michael addition of thiols and diethyl dithiophosphate to a variety of conjugated alkenes such as alpha,beta- unsaturated carbonyl compounds, carboxylic esters, nitriles and chalcones without requiring any other organic solvent and catalyst. The ionic liquid can be recycled for subsequent reactions without any appreciable loss of efficiency.

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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

Some scientific research about 1,5-Diphenylpenta-1,4-dien-3-one

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NMR Studies of Zerovalent Metal ?-Complexes of Dibenzylidene-acetone. III. Conformation and Bonding of the Mononuclear Palladium and Platinum Complexes

1H-NMR spectroscopy of the M<(C6H5-CH=CH)2CO>3 (M=Pd, Pt) complexes revealed that the coordinated olefinic moieties are fixed in the s-trans form, while the uncoordinated ones are fluxional around the s-cis form.The fluxional behaviour of the uncoordinated olefins was explained in terms of the ?-back donation in the complexes.

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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

Extracurricular laboratory:new discovery of 1,5-Diphenylpenta-1,4-dien-3-one

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Studies on spiroheterocycles, Part III: Synthesis of diazaspiroundecanetetraone derivatives containing biologically active heterocycles

Barbituric acid 2 upon Michael addition with dibenzal acetones 1a-c afforded the corresponding diazaspiro derivatives 3a-c. The base-catalyzed condensation of 3a-c with various aromatic aldehydes produces diarylidine derivatives 4a-l. The diarylidene compounds 4a-l on condensation with hydrazine, phenyl hydrazine, hydroxylamine, urea, guanidine carbonate, and hydrazine hydrate with acetic acid afforded their respective in situ oxidized products 5, 6, 7, 8, 9, and 10. The structures of the compounds are ascertained from their analytical and spectral data. Some of the compounds are screened for their biological activities against E. coli, B. cirroflagellosus, A. niger, and C. albicans.

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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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Total Synthesis of Marine Natural Products: Cephalosporolides

Marine-derived species, in particular, fungi, algae, sponges, and coelenterates are fertile grounds for the discovery of biologically and pharmacologically potent compounds. These molecules are structurally unique and possess a wide range of pharmacological activities. The rigid spiroacetal framework, that is, tetrahydro-spirofurofuranones is present in cephalosporolides E, F, H, and I, while the macrolactone structure is exemplified by cephalosporolides B, C, D, G, and J. These marine-derived molecular architectures are appealing to the synthetic community for their stereoselective synthesis. The present review represents a comprehensive overview of all the reported syntheses of these marine-derived molecules.

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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