- Introduction of the 4,4,4-Trifluorobut-2-ene Chain Exploiting a Regioselective Tsuji-Trost Reaction Catalyzed by Palladium Nanoparticles
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A palladium-nanoparticle-catalyzed Tsuji-Trost reaction of 4,4,4-trifluorobut-2-en-1-yl acetate and ethyl(4,4,4-trifluorobut-2-en-1-yl)carbonate was accomplished with various nucleophiles including phenols, amines, and malonates. In the case of the phenols, isomerization of the double bond in the product (up to 20%) was observed as a side reaction. Further synthetic transformations including hydrogenation, the Diels-Alder reaction, and asymmetric dihydroxylation of a product were also examined.
- Hemelaere, Rémy,Desroches, Justine,Paquin, Jean-Fran?ois
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supporting information
p. 1770 - 1773
(2015/04/14)
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- α-Hydroxylation of 1,3-dicarbonyl compounds catalyzed by polymer-incarcerated gold nanoclusters with molecular oxygen
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α-Hydroxylation of 1,3-dicarbonyl compounds was successfully catalyzed by carbon-stabilized polymer-incarcerated gold nanoclusters (PI/CB-Au). The reaction proceeded under mild conditions using molecular oxygen as oxidant with wide substrate scopes and the catalyst could be recovered and reused by a simple operation. The control experiments and the reaction monitoring revealed that α-peroxide compounds were reaction intermediates, and PI/CB-Au also catalyzed isomerization.
- Miyamura, Hiroyuki,Kobayashi, Shu
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supporting information
p. 976 - 978
(2012/10/30)
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- Borrowing hydrogen: Iridium-catalysed reactions for the formation of C-C bonds from alcohols
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Alcohols have been employed as substrates for C-C bond-forming reactions which involve initial activation by the temporary removal of hydrogen to form an aldehyde. The intermediate aldehyde is converted into an alkene via a Horner-Wadsworth-Emmons reaction, nitroaldol and aldol reactions. The 'borrowed hydrogen' is then returned to the alkene to form a C-C bond. The Royal Society of Chemistry 2006.
- Black, Phillip. J.,Cami-Kobeci, Gerta,Edwards, Michael G.,Slatford, Paul A.,Whittlesey, Michael K.,Williams, Jonathan M. J.
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p. 116 - 125
(2007/10/03)
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- HIV PROTEASE INHIBITORS
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Peptide mimics, having a constrained peptide backbone conformation, are HIV protease inhibitors. A compound of this invention is, for example, 3-Benzyl-5(alaninyl-1-aminoethyl)-2,3,6,7-tetrahydro-N-azepinyl-2-propionyl-valinyl-valinyl methyl ester.
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- Enzymatic Synthesis of Chiral Monosubstituted Malonates in Organic Solvents
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Prochiral stereospecificity of enzymes in organic solvents was used to develop a strategy for the formation of heretofore unknown chiral monosubstituted malonate diesters with high enantiomeric excess.The enzymatic reaction involved transesterification of symmetrical monosubstituted dimethyl malonates with benzyl alcohol, exploiting the ability of lipases to discriminate between the enantiotopic ester groups of the symmetrical malonate molecule.This enzymatic approach is not feasible in aqueous solutions because the activated malonic hydrogen invariably undergoes fast exchange accompanied by racemisation.The synthetic utility of this method was further demonstrated by converting the configurationally unstable mixed methyl benzyl diesters into the corresponding half esters, which were in turn selectively reduced into configurationally stable and synthetically useful hydroxyesters.
- Shapira, Michal,Gutman, Arie L.
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p. 1689 - 1700
(2007/10/02)
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- Inhibition of aminopeptidases by peptides containing ketomethylene and hydroxyethylene amide bond replacements
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Inhibitors of aminopeptidase enzymes have been prepared by the synthesis of peptide substrate analogues in which the scissile amide bond has been replaced with the hydrolytically stable ketomethylene (-COCH2-) and hydroxyethylene [-CH(OH)CHsub
- Harbeson,Rich
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p. 1378 - 1392
(2007/10/02)
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