102776-43-2Relevant academic research and scientific papers
ORGANIC SALTS AND METHOD FOR PRODUCING CHIRAL ORGANIC COMPOUNDS
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Page/Page column 7; 8, (2009/02/11)
The invention relates to a method for producing chiral organic compounds by asymmetric catalysis, using ionic catalysts comprising a chiral catalyst anion. The claimed method is suitable for reactions which are carried out over cationic intermediate stages, such as iminium ions or acyl pyridinium ions. The invention enables the production of chiral compounds with high ee values, that until now could only be obtained by means of costly purification methods.
Highly enantioselective transfer hydrogenation of α,β- unsaturated ketones
Martin, Nolwenn J. A.,List, Benjamin
, p. 13368 - 13369 (2007/10/03)
We describe an efficient and highly enantioselective conjugate transfer hydrogenation of α,β-unsaturated ketones that is catalyzed by a salt made from tert-butyl valinate and a recently introduced powerful chiral phosphoric acid catalyst (TRIP). Copyright
One-pot sequential Cu-catalyzed reduction and Pd-catalyzed arylation of silyl enol ethers
Chae, Junghyun,Yun, Jaesook,Buchwald, Stephen L.
, p. 4809 - 4812 (2007/10/03)
(Chemical Equation Presented) Enantiomerically enriched β-substituted diphenylsilyl enol ethers, which can be prepared from Cu-catalyzed asymmetric conjugate reduction, are utilized in the Pd-catalyzed arylation of various aryl bromides. This new method p
Access to optically pure 4- and 5-substituted lactones: A case of chemical-biocatalytical cooperation
Wang, Shaozhao,Kayser, Margaret M.,Jurkauskas, Valdas
, p. 6222 - 6228 (2007/10/03)
Optically pure or highly enantiomerically enriched 4- and 5-substituted lactones are rather difficult to obtain. Chemical or enzymatic syntheses alone are not particularly successful. A combination of chemical catalysis and biocatalysis, however, provides a convenient route to a variety of these useful chiral compounds. In this paper we describe the synthesis of several optically pure 4- and 5-substituted lactones obtained via whole cell-catalyzed Baeyer-Villiger oxidations of highly enantiomerically enriched 3-alkyl cyclic ketones. Such chiral ketones are readily accessed by recently developed copper-catalyzed asymmetric conjugate reductions of the corresponding enones. A very high proximal regioselectivity and complete chirality transfer was obtained by employing biological Baeyer-Villiger oxidations, using recombinant E. coli strains that overexpress cyclopentanone monooxygenase (CPMO). A comparative study showed that CPMO gives superior results to those obtained with cyclohexanone monooxygenase (CHMO) catalyzed oxidations.
ASYMMETRIC INDUCTION IN THE CYCLOADDITION REACTION OF DICHLOROKETENE WITH CHIRAL ENOL ETHERS. A VERSATILE APPROACH TO OPTICALLY ACTIVE CYCLOPENTENONE DERIVATIVES.
Greene, Andrew E.,Charbonnier, Florence
, p. 5525 - 5528 (2007/10/02)
Significant asymmetric induction has been observed in the cycloaddition reaction of dichloroketene with chiral enol ethers.The resultant diastereomeric cyclobutanones have been converted to synthetically useful α-chlorocyclopentenones in optically active form.
