- Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst
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A one-pot two-step reaction (Knoevenagel condensation - reduction of the double bond) has been developed using calcium hydride as a reductant in the presence of a supported noble metal catalyst. The reaction between carbonyl compounds and active methylene
- Guyon, Carole,Duclos, Marie-Christine,Sutter, Marc,Métay, Estelle,Lemaire, Marc
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supporting information
p. 7067 - 7075
(2015/06/25)
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- Cobalt-catalyzed reductive carboxylation of α,β-unsaturated compounds with carbon dioxide
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The gaseous carbon dioxide incorporation reaction with α,β-unsaturated compounds was examined in the presence of a catalytic amount of bis(acetylacetonato)cobalt(II) and using diethylzinc as a reductant. After screening with various electron-withdrawing g
- Hayashi, Chika,Hayashi, Takuo,Yamada, Tohru
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p. 862 - 870
(2015/06/25)
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- Cobalt-catalyzed reductive carboxylation on α,β-unsaturated nitriles with carbon dioxide
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The reductive carboxylation of α,β-unsaturated carbonyl compounds with carbon dioxide was studied. After the screening of various transition-metal complex catalysts and reducing agents, it was found that the combination of bis(acetylacetonato) cobalt(II)
- Hayashi, Chika,Hayashi, Takuo,Kikuchi, Satoshi,Yamada, Tohru
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p. 565 - 567
(2014/04/17)
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- Synthesis of cationic antimicrobial β2′2-amino acid derivatives with potential for oral administration
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We have prepared a series of highly potent achiral cationic β 2, 2-amino acid derivatives that fulfill the Lipinski's rule of five and that contain the basic structural requirements of short cationic antimicrobial peptides. Highest antimicrobial potency was observed for one of the smallest β2, 2-amino acid derivatives (Mw 423.6exhibiting a MIC of 3.8 μM against methicillin-resistant Staphylococcus aureus (MRSA), methicillin-resistant Staphylococcus epidermidis (MRSE), and Staphylococcus aureus, and 7.7 μM against Escherichia coli. The β 2, 2-amino acid derivatives were shown to have similar absorption properties as several commercially available drugs, and the results implied a resembling membrane disrupting mechanism of action as reported for much larger cationic antimicrobial peptides. By their high potency, nontoxicity, absorption properties, and ease of synthesis, the β2, 2-amino acid derivatives demonstrate a way to modify a vastly investigated class of cationic antimicrobial peptides into small druglike molecules with high commercial potential.
- Hansen, Terkel,Ausbacher, Dominik,Flaten, Goril E.,Havelkova, Martina,Str?m, Morten B.
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supporting information; experimental part
p. 858 - 868
(2011/04/18)
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- Superacid-catalyzed intramolecular cyclization reaction of arylcyanopropionate: Geminal substitution effect on superelectrophilicity
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(Chemical Equation Presented) We present superacid-catalyzed intramolecular cyclization reactions of arylcyanopropionates to give cyclized five- and six-membered β-enamino esters in moderate to high yields. Known intramolecular ring-closing reactions of protonated nitrile to aromatic carbon atom are limited to the 6-membered case. Interestingly, a significant synergistic increase of reactivity of the cyano functionality was observed, and the cyano nitrogen atom was converted into an amino group, when an ester group was present in a geminal arrangement. Deuterium exchange experiments excluded the involvement of deprotonation of the α-proton in the cyclization process. The acidity dependence of the cyclization reactions and 13C NMR studies of a model compound, methyl cyanoacetate, in various acidic media were consistent with the involvement of the O,N-diprotonated dication of methyl cyanoacetate, a distonic dication, in strong acid, and this is considered to be the de facto electrophile in the present cyclization reaction of arylcyanopropionates.
- Nakamura, Satoshi,Sugimoto, Hiromichi,Ohwada, Tomohiko
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p. 4219 - 4224
(2008/09/20)
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