69127-36-2Relevant articles and documents
Oxidative functional group transformations with hydrogen peroxide catalyzed by a divanadium-substituted phosphotungstate
Mizuno, Noritaka,Kamata, Keigo,Yamaguchi, Kazuya
, p. 157 - 161 (2012)
A divanadium-substituted phosphotungstate TBA4[γ-PW 10O38V2(μ-OH)(μ-O)] (I, TBA = tetra-n-butylammonium) reacts with one equivalent H+ to form a bis-μ-hydroxo species [γ-PW10O38V 2(μ-OH)2]3- (I′) in organic media. The strong electrophilic oxidants such as [γ-PW10O 38V2(μ-OH)(μ-OOH)]3- (II) and [γ-PW10O38V2(μ-η2: η2-O2)]3- (III) are formed by the reaction of the bis-μ-hydroxo species with H2O2. In the presence of I and H+, H2O2-based oxidations such as (i) epoxidation of alkenes (17 examples including electron-deficient ones), (ii) hydroxylation of alkanes (11 examples), and (iii) oxidative bromination of alkenes, alkynes, and aromatics with Br- as a bromo source (12 examples including chlorination) chemo-, diastereo-, and regioselectively proceed to give the corresponding oxidized products in moderate to high yields with high efficiencies of H2O2 utilization.
Enzymes in Organic Synthesis. 41. Stereoselective Horse Liver Alcohol Dehydrogenase Catalyzed Reductions of Heterocyclic Bicyclic Ketones
Lam, Lister K. P.,Gair, Iain A.,Jones, J. Bryan
, p. 1611 - 1615 (2007/10/02)
Preparative-scale horse liver alcohol dehydrogenase catalyzed reductions of racemic cis and trans bicyclic O- and S-heterocyclic ketones proceed with high enantiomeric selectivity.The diastereotopic selectivity for the pro-R faces of the carbonyl groups is also very high.The ee's of all but one of the product alcohols are >97percent.The ee's of the recovered ketones are in the 52-60percent range.The results confirm that an ether-oxygen or -sulfur substituent does not alter the enzyme's overall structural specificity or stereospecificity toward its ketone substrates.
Use of Shift Reagent with MTPA Derivatives in 19F NMR Spectroscopy IV - Determination of Enantiomeric Composition for a Variety of Secondary Cycloalkanols. A Survey
Merckx, E. M.,Lepoivre, J. A.,Lemiere, G. L.,Alderweireldt, F. C.
, p. 380 - 387 (2007/10/02)
Chiral secondary cycloalkanols (monpocyclic alcohols) are derivatized to the corresponding (R)-α-methoxy-α-trifluoromethyl-α-phenylacetic acid esters and analysed by 19F NMR in the presence of tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)europium(III) .Using this method the enantiomeric composition can be measured for severak cyclopentanols, cyclohexanols and cycloheptanols, with a variety of substitution patterns.It is shown that a mixture of four stereoisomeric cycloalkanols, such as cis and trans disubstituted alcohols, can be analysed simultaneously.
