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Modellreaktionen zur Umsetzung von Ferrocen-1,1′-dithiol mit Diolefinen:II. Die Saeuren- und Basenkatalysierten Reaktionen von Ferrocenthiolen mit aktivierten Olefinen

Both ferrocenethiol and ferrocene-1,1′-dithiol, Fe(C5H5)(C5H4SH) and Fe(C5H4SH)2, add to activated olefins to give 1:1 and 1:2 adducts, respectively.The base-catalysed (NEt3) reactions of the monofunctional ferrocenethiol with the mono-olefins methyl methacrylate, methyl vinyl sulfone and benzylidene acetone lead to expected 1:1 adducts whereas 2:1 adducts are obtained with bifunctional olefins such as divinyl sulfone and dibenzylidene acetone.The corresponding bifunctional ferrocene-1,1′-dithiol gives 1:2 adducts with methyl methacrylate, methyl vinyl ketone and benzylidene acetone.For comparison, the aliphatic 2-ferrocenyl-ethanethiol, Fe(C5H5)(C5H4-CH2CH2SH), was reacted with methyl vinyl sulfone and divinyl sulfone.In all cases, the disulfides Fc-SS-Fc and Fc-CH2CH2-SS-CH2CH2-Fc, respectively, are also formed.The acid-catalysed (HCl) reactions of ferrocenethiol and ferrocene-1,1′-dithiol, Fe(C5H5)(C5H4SH) and Fe(C5H4SH)2, with isobutyl vinyl ether produce the expected 1:1 and 1:2 adducts although the formation of dimercaptals is also possible.Thus the reaction of ferrocene-1,1′-dithiol with isobutyl vinyl ether leads to both the 1:2 adduct and the 2-methyl 1,3-dithia-<3>ferrocenophane, Fe(C5H4S)2CH(CH3), and the HCl-catalysed addition of ferrocenethiol to 1,4-butadienol divinyl ether gives 1,1-di(ferrocenylmercapto) ethane, CH3CH(SFc)2.The new sulfur derivatives of ferrocene were characterized by 1H and 13C NMR spectroscopy.Keywords: Iron; Ferrocene; Ferrocene thiol; Addition to olefins; NMR

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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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Hydrolytic kinetic resolution of terminal epoxides catalyzed by fluorous chiral Co(salen) complexes

Cobalt complexes of fluorous chiral salen ligands have been synthesized and tested as catalysts in the hydrolytic kinetic resolution of terminal epoxides. Whereas the activity of heavily fluorinated complexes was found to be rather low, a ‘light fluorous’ complex was shown to be an efficient and highly selective catalyst for this asymmetric ring-opening reaction. Several strategies for the isolation of reaction products and the recovery of the fluorous catalyst are also discussed.

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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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A tertiary amine as a hydride donor: Trichlorosilyl triflate-mediated conjugate reduction of unsaturated ketones

Bulky tertiary amines, especially dicyclohexylisobutylamine, smoothly reduced alpha,beta-unsaturated ketones in the presence of trichlorosilyl triflate to give the corresponding saturated ketones in excellent yields. Isotope-labeling studies revealed that an alpha-hydrogen of the amine was transferred to the enones during reduction.

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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

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

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Asymmetric hydrolytic kinetic resolution with recyclable macrocyclic CoIII-salen complexes: A practical strategy in the preparation of (R)-mexiletine and (S)-propranolol

A chiral cobalt(III) complex (1 e) was synthesized by the interaction of cobalt(II) acetate and ferrocenium hexafluorophosphate with a chiral dinuclear macrocyclic salen ligand that was derived from 1R,2R-(-)-1,2-diaminocyclohexane with trigol bis-aldehyde. A variety of epoxides and glycidyl ethers were suitable substrates for the reaction with water in the presence of chiral macrocyclic salen complex 1 e at room temperature to afford chiral epoxides and diols by hydrolytic kinetic resolution (HKR). Excellent yields (47 % with respect to the epoxides, 53 % with respect to the diols) and high enantioselectivity (ee>99 % for the epoxides, up to 96 % for the diols) were achieved in 2.5-16 h. The CoIII macrocyclic salen complex (1 e) maintained its performance on a multigram scale and was expediently recycled a number of times. We further extended our study of chiral epoxides that were synthesized by using HKR to the synthesis of chiral drug molecules (R)-mexiletine and (S)-propranolol.

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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 discovery of tertiary-amine LXR agonists with potent cholesterol efflux activity in macrophages

The liver X receptors (LXR) play a key role in cholesterol homeostasis and lipid metabolism. SAR studies around tertiary-amine lead molecule 2, an LXR full agonist, revealed that steric and conformational changes to the acetic acid and propanolamine groups produce dramatic effects on agonist efficacy and potency. The new analogs possess good functional activity, demonstrating the ability to upregulate LXR target genes, as well as promote cholesterol efflux in macrophages.

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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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Practical and novel one-pot protocol for the synthesis of highly functionalized pyridinols and pyrido[1,2- a ]-fused 1,3-diazaheterocycles

A novel and efficient protocol for the generation of substituted pyridinols and pyrido[1,2-a]-fused 1,3-diazaheterocycles from primary amine or 1,n-diamine, nitro ketene dithioacetal [1,l-bis(methylthio)-2-nitroethene] and dibenzylideneacetone as starting materials in a one-pot process combining a Michael addition reaction and nucleophilic addition under mild condition in high yield has been developed. Georg Thieme Verlag Stuttgart – New York.

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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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HETEROCYST GLYCOLIPIDS OF THE CYANOBACTERIUM CYANOSPIRA RIPPKAE

The heterocyst glycolipids of the cyanobacterium Cyanospira rippkae have been isolated and their structures established to be 1-(O-alpha-D-glucopyranosyl)-3R,27R-octacosanediol and 1-(O-alpha-D-glucopyranosyl)-27-keto-3R-octacosanol by spectroscopic and chemical means.The absolute configuration at the two stereogenic centres in the aglycone moiety of the former compound has been established in a single step by Mosher’s method on the triol derivative.The akinetes of C. rippkae contain the same glycolipids. Key words: Cyanospira rippkae; Cyanobacteria; heterocyst glyclipids; akinetes; stereochemistry.

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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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MACROCYCLIC FACTOR VIIA INHIBITORS

The present invention provides compounds of Formula (I): as defined in the specification and compositions comprising any of such novel compounds. These compounds are Factor VIIa inhibitors which may be used as medicaments

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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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Gold(I)-Catalyzed Desymmetrization of 1,4-Dienes by an Enantioselective Tandem Alkoxylation/Claisen Rearrangement

An enantioselective alkoxylation/Claisen rearrangement reaction was achieved by a strategic desymmetrization of 1,4-dienes under the catalysis of (S)-DTBM-Segphos(AuCl)2/AgBF4. This reaction system was highly selective for the formation of 3,3-rearrangement products, providing cycloheptenes with various substitutions in good yield and good to excellent enantioselectivity. This transformation was further extended to bicyclic ring substrates, providing the opportunity to easily assemble 5,6- and 6,7-fused ring systems.

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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 novel C2-symmetric chiral crown ethers and investigation of their enantiomeric recognition properties

A series of new C2-symmetric chiral aza crown ether macrocycles 1-4 have been synthesized from (S)-3-aryloxy-1,2-propanediol and (S)-1,2-propanediol for the enantiomeric recognition of amino acid ester derivatives. These new macrocycles have been shown to be strong complexing agents for primary organic ammonium salts (with K up to 176.93 M-1 and DeltaG up to 12.81 kJ mol-1) by 1H NMR titration. These macrocyclic host exhibited enantioselective bonding toward the d-enantiomer of phenylalanine methyl ester hydrochloride with KD/KL up to 6.87 in CDCl3 with 0.25% CD3OD.

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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