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Efficient synthesis of 3,4-ethylenedioxythiophenes (EDOT) by Mitsunobu reaction

Using the Mitsunobu reaction as a key step, a general and efficient method for the synthesis of EDOT monomers has been developed. Novel substituted EDOTs and the first chiral derivatives were generated in high yields.

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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

Can You Really Do Chemisty Experiments About (2S,3S)-Butane-2,3-diol

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Chiral recognition of diols by complexation with (R)-(+)-1-phenyl-1- propanol: A R2PI approach in supersonic beam

Wavelength and mass resolved resonance-enhanced multiphoton ionization (REMPI) excitation spectra of (R)-(+)- 1-phenyl-1-propanol (PR) and its complexes with some chiral diols, i.e. 1,2-propanediols. 2.3-butanediols, and 2,4-pentanediols, have been recorded after a supersonic molecular beam expansion and interpreted in the light of molecular dynamic (MD) conformational minima searches. The spectral features of the selected complexes were found to depend on cooperative hydrogen-bond interactions between the two components, whose intensity depends upon the specific configuration of the diol moiety and the relative position of its hydroxy groups. The study further confirms resonant two-photon ionization spectroscopy, coupled with time-of-flight mass resolution (R2PI-TOF), as an excellent tool for gathering valuable information on the interactive forces in molecular clusters and for enantiodiscrimination of chiral molecules in the gas phase.

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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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PYRANDERIVATE DURCH <4+2>-CYCLOADDITION ZWISCHEN alpha,beta-UNGESAETTIGTEN CARBONYLVERBINDUNGEN UND PHOSPHACUMULENYLIDEN

alpha,beta-Unsaturated carbonyl compounds 1 and phosphacumulene ylides 2 undergo a <4+2>-cycloaddition with formation of pyran-substituted phosphoranes 3.Benzoic acid catalyzed Hofmann degradation of 3 yields the deeply coloured pyran derivatives 5.

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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

A new application about (S)-Propane-1,2-diol

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5-SUBSTITUTED IMIDAZOLYLMETHYLDIOXOLANE DERIVATIVES AS FUNGICIIDES

The present invention relates to 5-substituted imidazolylmethyldioxolane derivatives of formula (I), to processes for preparing these compounds, to compositions and mixtures comprising these compounds, and to the use thereof as biologically active compounds, especially for control of harmful microorganisms in crop protection and in the protection of materials and as plant growth regulators.

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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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Synthesis of 2-aryl-2,3-dihydro-4-styrylpyrimidodiazepines in the reaction of 4,5,6-triaminopyrimidine and 2,4,5,6- tetraaminopyrimidine with diarylidenacetones

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£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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Energy Well of Diradicals, VII. – Conjugative-Stabilized Trimethylenemethane Derivatives. Geometry Dependance of the Singlet-Triplet Splitting

For the three 2,1′-bis-allyl diradicals 3-5 the singlet-triplet splitting has been determined by the oxygen-trapping technique.In agreement with theory the value for the planar diradical is large (>14 kcal*mol-1) whereas for the orthogonal geometry the energy gap is small (6.3 kcal*mol-1).In all cases a triplet groundstate is observed.From the rotational barrier of the exo methylene groups in 6 it is shown that the interconversion of the planar and orthogonal singlet states have activation barriers (6-9 kcal mol-1) which are responsible for their kinetic stability.In contrast to 6, where the formation of the orthogonal diradical proceeds by way of the planar diradical 3, the formation of the analogous orthogonal diradical 29 from homofulvene 17 is a concerted process.This difference is an important observation with respect to the fundamental understanding of concerted and non-concerted reactions. – Key Words: Diradicals / Gas-phase kinetics / Oxygen trapping / Dynamic gas chromatography / Rotational barrier, two-step

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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 (S)-Butane-1,3-diol

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Redox-triggered C-c coupling of alcohols and vinyl epoxides: Diastereo- and enantioselective formation of all-carbon quaternary centers via tert -(Hydroxy)-prenylation

Iridium catalyzed primary alcohol oxidation triggers reductive C-O bond cleavage of isoprene oxide to form aldehyde-allyliridium pairs that combine to form products of tert-(hydroxy)-prenylation, a motif found in >2000 terpenoid natural products. Curtin-Hammett effects are exploited to enforce high levels of anti-diastereo- and enantioselectivity in the formation of an all-carbon quaternary center. The present redox-triggered carbonyl additions occur in the absence of stoichiometric byproducts, premetalated reagents, and discrete alcohol-to-aldehyde redox manipulations.

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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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Deprotection of oximes, phenylhydrazones, semicarbazones and thiosemicarbazones to the corresponding carbonyl compounds using cetyltrimethylammonium peroxodisulfate as a new and selective oxidizing agent

Cetyltrimethylammonium peroxodisulfate (CTA)2S2O 8 was quantitatively prepared and used for the deprotection of oximes, phenylhydrazones, semicarbazones and thiosemicarbazones to the corresponding carbonyl compounds in acetonitrile. Its agent is more efficient and has advantages over similar reagents in terms of the amount of oxidant, short reaction time, simple work up, and high yield.

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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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Highly diastereo- and enantioselective cross-cascade reactions of different enones

Cascading ketones! The first highly efficient asymmetric cross-cascade reaction of different alpha,beta-unsaturated ketones catalyzed by an easily prepared bulky primary amine salt has been developed. It affords the corresponding diverse products containing three to four contiguous stereocenters with excellent enantio- and diastereoselectivities (see scheme). 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

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Preparation of beta-Keto Ester Acetals by Reaction of Ortho Esters with Ketene Silyl Acetals in the Presence of Titanium Tetrachloride

Reaction of 2-ethoxy-2-methyl-1,3-dioxolan (1c) with 1-methoxy-1-trimethylsilyloxyethene (4a) in dichloromethane in the presence of titanium tetrachloride gave 62percent of methyl 2-(2′-methyl-1′,3′-dioxolan-2′-yl)acetate (5a).Similarly, reaction of (1c) with 1-methoxy-1-trimethylsilyloxyprop-1-ene (4b) afforded 73percent of methyl 2-(2′-methyl-1′,3′-dioxolan-2′-yl)propanoate (5b).

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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