A versatile strategy for quantum dot ligand exchange.
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Cadmium Compounds↗
Biomedical subjects
Eric Doris
Publications and source records attributed to Eric Doris.
Functionalization of single-wall carbon nanotubes by tandem high-pressure/Cr(CO)6 activation of Diels-Alder cycloaddition.
An original method to induce Diels-Alder cycloadditions on carbon nanotubes is reported. The process is based on the double activation of the nanotube surface by combining high pressure and Cr(CO)6. This allows the efficient functionalization of carbon nanotubes by electron-rich dienes.
Carbonates↗
Formal synthesis of (+)-catharanthine.
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Antineoplastic Agents↗
Separation of semiconducting from metallic carbon nanotubes by selective functionalization with azomethine ylides.
A mild and efficient method for the functionalization of SWNTs by cycloaddition of azomethine ylides derived from trialkylamine-N-oxides is described. Selective reaction of semiconducting carbon nanotubes was achieved by preorganizing the starting N-oxides on the nanotube surface prior to generating the reactive ylides. Separation of met-SWNTs from functionalized sem-SWNTs was successfully accomplished by inducing solubilization of sem-SWNTs in the presence of lignoceric acid.
Azo Compounds↗
Catharanthinol and dihydrocatharanthinol: two Iboga-class alkaloids.
The title compounds are indole alkaloids of the Iboga class. In both compounds, viz. catharanthinol methanol solvate, C(20)H(24)N(2)O.CH(4)O, (I), and dihydrocatharanthinol monohydrate, C(20)H(26)N(2)O.H(2)O, (II), a nitrogen-containing seven-membered ring is fused to the indole system and shares two sides with a tricyclic isoquinuclidine group. The main difference between (I) and (II) is the presence of a C=C bond in the isoquinuclidine ring in (I). The presence of amine and hydroxy groups in these molecules and of methanol [in (I)] or water [in (II)] solvent molecules results in intra- and/or intermolecular hydrogen bonding.
Alkaloids↗
Selective deoxygenation of leurosine: concise access to anhydrovinblastine.
Straightforward access to anhydrovinblastine starting from the parent alkaloid leurosine is reported. The key deoxygenation step was first optimized on a model substrate. However, applied to leurosine, only the low-valent Cp2TiCl gave satisfactory results.
Antineoplastic Agents↗
Concise synthesis of anhydrovinblastine from leurosine.
[reaction: see text] The Cp(2)TiCl-mediated deoxygenation of leurosine (1) afforded anhydrovinblastine (4) in good yield. Furthermore, as the reaction proceeded via a carbon-centered radical intermediate, this transient was also trapped by a hydrogen-atom donor to afford selectively reduced alkaloid 10.
Antineoplastic Agents↗
Highly chemoselective hydrogenolysis of iodoarenes.
The catalytic hydrodehalogenation reaction using molecular hydrogen and Pd/C has been revisited. It is shown that the speed of removal of halogen increases with increasing electronegativity I < Br < Cl. Nevertheless, selective dehydrohalogenation in compounds containing other reducible functions can be achieved only with iodine and not with bromine or chlorine. Selective deiodination of iodobenzophenone could be accomplished without reducing the carbonyl group. Hydrogenolysis of azidoiodoaromatic compounds to the corresponding azido compounds is high yielding. This selectivity was exploited for the labeling of benzophenone- and azido-containing compounds by deuterium and tritium.
Journal Article↗
Chemistry of Pentavalent Organobismuth Reagents. Regioselective alpha-Arylation of alpha,beta-Unsaturated Carbonyls and Related Systems.
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Journal Article↗