13375-12-7Relevant academic research and scientific papers
Enantioselective ketoester reductions in water: A comparison between microorganism-and ruthenium-catalyzed reactions
Zeror, Saoussen,Collin, Jacqueline,Fiaud, Jean-Claude,Zouioueche, Louisa Aribi
experimental part, p. 1211 - 1215 (2010/10/20)
In the search for green chemistry methods for the enantioselective reduction of ketoesters Saccharomyces cerevisiae-and ruthenium-catalyzed reactions in water have been investigated. The highest enantiomeric excesses for the reduction of α-and β-ketoesters have been obtained by S. cerevisiae. Chiral ruthenium catalysts are active for the reduction of all ketoesters with low to moderate enantioselectivities depending on the nature of the substrate and ligand. Interestingly, for several substrates both enantiomers of the hydroxyesters have been obtained according either to the catalytic method or to the structure of the ligand.
Efficient and Practical Arene Hydrogenation by Heterogeneous Catalysts under Mild Conditions
Maegawa, Tomohiro,Akashi, Akira,Yaguchi, Kiichiro,Iwasaki, Yohei,Shigetsura, Masahiro,Monguchi, Yasunari,Sajiki, Hironao
experimental part, p. 6953 - 6963 (2010/02/28)
An efficient and practical arene hydrogenation procedure based on the use of heterogeneous platinum group catalysts has been developed. Rh/C is the most effective catalyst for the hydrogenation of the aromatic ring, which can be conducted in iPrOH under neutral conditions and at ordinary to medium H 2 pressures (10 atm). A variety of arenes such as alkylbenzenes, benzoic acids, pyridines, furans, are hydrogenated to the corresponding cyclohexyl and heterocyclic compounds in good to excellet yields. The use of Ru/C, less expensive than Rh/C, affords an effective and practical method for the hydrogenation of arenes including phenols. Both catalysts can be reused several times after simple filtration without any significant loss of catalytic activity.
Hexafluoroisopropanol: A powerful solvent for the hydrogenation of functionalized aromatic compounds
Fache, Fabienne,Piva, Olivier
, p. 1294 - 1296 (2007/10/03)
Various substituted aromatic compounds have been reduced under H 2 using RuCl3. The fluorous solvent hexafluoroisopropanol turned out to be particularly efficient in the case of compounds difficult to reduce in organic solvents.
Asymmetric Michael-aldol tandem cyclization of ω-oxo-α,β-unsaturated esters with 10-mercaptoisoborneol methyl ether
Nishimura, Katsumi,Tsubouchi, Hiroshi,Ono, Masashi,Hayama, Tomoharu,Nagaoka, Yasuo,Tomioka, Kiyoshi
, p. 2323 - 2326 (2007/10/03)
The asymmetric reaction of ω-oxo-α,β-unsaturated esters with lithium chiral thiolates afforded the Michael-aldol tandem cyclization products in high yield and good stereoselectivity. Reductive desulfurization gave the corresponding optically pure 2-hydrox
Efficient cyclization of ω-oxo-α,β-unsaturated esters using lithium thiolate-initiated Michael-aldol tandem reaction
Ono, Masashi,Nishimura, Katsumi,Nagaoka, Yasuo,Tomioka, Kiyoshi
, p. 6979 - 6982 (2007/10/03)
The reaction of ω-oxo-α,β-unsaturated esters with lithium thiolates afforded the Michael-aldol tandem cyclization products in good to perfect stereoselectivity depending on the nature of thiolates.
CONVERSION OF ISOXAZOLINES TO β-HYDROXY ESTERS. SYNTHESIS OF 2-DEOXY-D-RIBOSE
Caldilora, P.,Ciancaglione, M.,De Amici, M.,De Micheli, C.
, p. 4647 - 4650 (2007/10/02)
A simple and efficient preparation of β-hydroxy esters with a well-defined stereochemistry has been developed using 3-bromoisoxazolines as key-intermediates.A synthesis of 2-deoxy-D-ribose is also reported.
Phosphorylated Sugars. Part 23. Synthesis and Reactions of Phosphodiesters containing 2-Aminoethanol and a Polyfunctional Alcohol and their Behaviour during Acid- and Base-catalysed Hydrolysis
Trigalo, Francois,Szabo, Ladislas
, p. 1733 - 1744 (2007/10/02)
Phosphodiesters of 2-aminoethanol and of polyhydroxylated alcohols and sugars have been synthesised; their behaviour in M-HCl and in saturated (ca. 0.2 M) Ba(OH)2 solutions at 100 deg C have been examined.With the exception of 2-aminoethyl ethyl phosphate which, in acidic medium, yielded 2-aminoethylphosphate, free 2-aminoethanol and phosphorylated polyols or sugars were the main products formed.Because of simultaneously and/or sequentially occurring reactions the structures of the phosphorylated derivatives formed gave no unambiguous information regarding the structure of the initial phosphodiester.
