81422-99-3Relevant academic research and scientific papers
Asymmetric epoxidation of alkenes and benzylic hydroxylation with P450tol monooxygenase from Rhodococcus coprophilus TC-2
Li, Aitao,Wu, Shuke,Adams, Joseph P.,Snajdrova, Radka,Li, Zhi
supporting information, p. 8771 - 8774 (2014/07/22)
P450tol monooxygenase was discovered as a unique and highly enantioselective enzyme for asymmetric epoxidation of some terminal alkenes containing electron-withdrawing groups and benzylic hydroxylation of several ethylbenzenes giving the corresponding useful and valuable products, such as (R)-2- and 3-substituted styrene oxides, (S)-4-substituted styrene oxides, and (S)-benzylic alcohols, in high ee.
Distal-selective hydroformylation using scaffolding catalysis
Joe, Candice L.,Blaisdell, Thomas P.,Geoghan, Allison F.,Tan, Kian L.
, p. 8556 - 8559 (2014/07/07)
In hydroformylation, phosphorus-based directing groups have been consistently successful at placing the aldehyde on the carbon proximal to the directing group. The design and synthesis of a novel catalytic directing group are reported that promotes aldehyde formation on the carbon distal relative to the directing functionality. This scaffolding ligand, which operates through a reversible covalent bond to the substrate, has been applied to the diastereoselective hydroformylation of homoallylic alcohols to afford δ-lactones selectively. Altering the distance between the alcohol and the olefin revealed that homoallylic alcohols gives the distal lactone with the highest levels of regioselectivity.
SUBSTITUTED PHENYLCARBAMATE COMPOUNDS
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Paragraph 0079, (2014/05/07)
The invention is concerned with the compounds of formula (I): and pharmaceutically acceptable salts thereof, wherein Y, R1, R2 and R3 are defined in the detailed description and claims. In addition, the present invention relates to methods of manufacturing and using the compounds of formula (I) as well as pharmaceutical compositions containing such compounds. The compounds of formula (I) are antagonists of the TRPA1 channel and may be useful in treating inflammatory diseases and disorders associated with that channel.
SUBSTITUTED CARBAMATE COMPOUNDS AND THEIR USE AS TRANSIENT RECEPTOR POTENTIAL (TRP) CHANNEL ANTAGONISTS
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Paragraph 0076, (2014/05/07)
The invention is concerned with the compounds of formula (I): and pharmaceutically acceptable salts thereof, wherein Y, R1 and R3 are defined in the detailed description and claims. In addition, the present invention relates to methods of manufacturing and using the compounds of formula (I) as well as pharmaceutical compositions containing such compounds. The compounds of formula (I) are antagonists of the TRPA1 channel and may be useful in treating inflammatory diseases and disorders associated with that channel.
Nitration of Halterman porphyrin: A new route for fine tuning chiral iron and manganese porphyrins with application in epoxidation and hydroxylation reactions using hydrogen peroxide as oxidant
Amiri, Nesrine,Le Maux, Paul,Srour, Hassan,Nasri, Habib,Simonneaux, Gérard
, p. 8836 - 8842 (2015/03/04)
A methodology is reported for the regioselective nitration of the phenyl groups of Halterman porphyrin, using NaNO2. These nitro-porphyrins can be reduced to aminoporphyrins and then N-dimethylated to give new optically active porphyrins. Applications to the asymmetric epoxidation of styrene derivatives by H2O2 to give optically active epoxides (ee up to 60%) and hydroxylation of alkanes to give optically active secondary alcohols (ee up to 69%) were carried out in organic solvents (dichloromethane/methanol) using chiral iron and manganese porphyrins as catalysts.
Enantioselective manganese-porphyrin-catalyzed epoxidation and C-H hydroxylation with hydrogen peroxide in water/methanol solutions
Srour, Hassan,Maux, Paul Le,Simonneaux, Gerard
experimental part, p. 5850 - 5856 (2012/07/14)
The asymmetric epoxidation of alkene and hydroxylation of arylalkane derivatives by H2O2 to give optically active epoxides (enantiomeric excess (ee) up to 68%) and alcohols (ee up to 57%), respectively, were carried out in water/methanol solutions using chiral water-soluble manganese porphyrins as catalysts.
Enantioselective water-soluble iron-porphyrin-catalyzed epoxidation with aqueous hydrogen peroxide and hydroxylation with iodobenzene diacetate
Maux, Paul Le,Srour, Hassan F.,Simonneaux, Gérard
experimental part, p. 5824 - 5828 (2012/09/11)
The asymmetric epoxidation of styrene derivatives by H2O 2 (or UHP) to give optically active epoxides (ee up to 81%) and hydroxylation of alkanes to give optically active secondary alcohols (ee up to 78%) were carried out in methanol and water using chiral water-soluble iron porphyrins as catalysts.
Catalytic asymmetric oxidation of sulfide and styrene derivatives using macroporous resins containing chiral metalloporphyrins (Fe, Ru)
Ferrand, Yann,Daviaud, Romain,Le Maux, Paul,Simonneaux, Gerard
, p. 952 - 960 (2007/10/03)
Chiral metalloporphyrin (Fe, Ru) complexes, functionalized with four vinyl groups, have been polymerized with styrene and divinylbenzene (or ethylene glycol) to obtain supported iron and ruthenium complexes. The heterogeneous asymmetric oxidation of sulfides and styrene derivatives was carried out by using these polymers as catalysts. The reaction proceeded under mild conditions and gave sulfoxides and epoxides with good enantiomeric excesses (up to 75-76%). The catalysts keep constant ee values for the recycle tests of up to six times for asymmetric oxidation of styrene derivatives and of up to 14 times for asymmetric oxidation of sulfides with only traces of sulfones.
Electronic effects on enantioselectivity in epoxidation catalyzed by D 4-symmetric chiral porphyrins
Nakagawa, Hiroshi,Sei, Yoshihisa,Yamaguchi, Kentaro,Nagano, Tetsuo,Higuchi, Tsunehiko
, p. 3861 - 3867 (2007/10/03)
Asymmetric epoxidation of various aromatic olefins was examined with our D4-symmetric chiral porphyrin. The enantioselectivity was greatly improved upon when the substrates contained electron-deficient groups. Moreover, examination of electroni
Arylethanolamine derivatives, their preparation and use in pharmaceutical compositions
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, (2008/06/13)
Compounds of formula (II): STR1 or a pharmaceutically acceptable salt thereof, in which X is an oxygen atom or a bond, R1 is a hydrogen, fluorine, chlorine or bromine atom or a trifluoromethyl or C1-4 alkyl group, each of R2 and R3 is a hydrogen atom or a C1-4 alkyl group, R4 is a C1-4 alkyl group, R5 is a hydrogen atom or a C1-4 alkyl group, and n is an integer of from 1 to 3; are useful as anti-obesity and/or anti-hyperglycaemic agents.
