41065-92-3Relevant academic research and scientific papers
Mild, single-pot hydrocarboxylation of linear C5-C9 alkanes into branched monocarboxylic C6-C10 acids in copper-catalyzed aqueous systems
Kirillova, Marina V.,Kirillov, Alexander M.,Pombeiro, Armando J.L.
experimental part, p. 106 - 113 (2012/04/04)
A single-pot method has been developed for the hydrocarboxylation of the liquid C5-C9 alkanes (n-pentane, n-hexane, n-heptane, n-octane, n-nonane and 3-methylhexane) into the branched monocarboxylic C 6-C10 acids bearing one more carbon atom. This method is characterized by a direct, selective and low-temperature (60 °C) hydrocarboxylation reaction of the alkane with carbon monoxide, water (which acts as a reagent besides being a solvent component) and potassium peroxodisulfate, in H2O/MeCN medium. The hydrocarboxylations are markedly enhanced in the presence of a tetracopper(II) triethanolaminate complex as a homogeneous catalyst precursor. Total yields (based on alkane) of carboxylic acids up to 46% (with 97-99% overall selectivity) have been achieved, which are remarkable in the field of alkane functionalization under mild conditions, especially for a C-C bond formation reaction in aqueous acid-solvent-free medium. The regio- and bond selectivity parameters have been determined and a free radical mechanism has been proposed.
The efficient synthesis of (3R,4R,5R)-3-amino-4,5-dimethyl-octanoic acid, a chiral β-amino acid with potent affinity for the α2δ protein
Zhang, Ji,Blazecka, Peter G.,Pflum, Derek A.,Bozelak, Joseph,Vrieze, Derek,Colbry, Norman L.,Hoge, Garrett,Boyles, David C.,Samas, Brian,Curran, Timothy T.,Osuma, Augustine T.,Johnson, Paul,Kesten, Suzanne,Schwarz, Jacob B.,Goodman, Annise,Plummer, Mark,Akin, Anne,Huang, Yun,Lovdahl, Michael,Thorpe, Andrew J.
supporting information; experimental part, p. 1167 - 1170 (2009/06/28)
A chiral β-amino acid containing three contiguous chiral centers was synthesized efficiently in 11 steps, employing enantio-enriched β-ketoester as a key intermediate, via stereoselective catalytic hydrogenation of the corresponding enamide. Stereoselecti
