30225-76-4Relevant academic research and scientific papers
Synthesis of polyalkoxy-3-(4-methoxyphenyl)coumarins with antimitotic activity from plant allylpolyalkoxybenzenes
Tsyganov, Dmitry V.,Chernysheva, Natalia B.,Salamandra, Lev K.,Konyushkin, Leonid D.,Atamanenko, Olga P.,Semenova, Marina N.,Semenov, Victor V.
, p. 147 - 149 (2013/07/26)
Novel polyalkoxy-3-(4-methoxyphenyl)coumarins - analogues of natural antimitotic compounds - were synthesized from plant allylpolyalkoxybenzenes and tested in vivo in the phenotypic sea urchin embryo assay for antiproliferative antitubulin activity.
Synthesis of polyhydroxylated flavonoids bearing a lipophilic decyl tail as potential therapeutic antioxidants
Caldwell, Stuart T.,McPhail, Donald B.,Duthie, Garry G.,Hartley, Richard C.
scheme or table, p. 23 - 33 (2012/03/07)
Antioxidants have potential for the treatment of stroke and neurodegeneration, and chimeric compounds that combine a flavon-3-ol head group related to myricetin and a lipophilic decyl tail are known to protect membranes from oxidative damage at least as well as vitamin E. New flavon-3-ols that are highly hydroxylated in the B ring in ways not found in natural flavon-3-ols and bearing a lipophilic decyl tail have been prepared from trimethoxy-and tetramethoxybenzoic acids accessed by lithiation-carboxylation reactions. Direct enolate acylation was preferred over Baker-Venkataraman rearrangement when there were methoxy groups at both the 2-and the 6-position of the benzoic acid derivatives.
Enantioselective α-hydroxylation of β-keto esters catalyzed by chiral S-timolol derivatives
Cai, Yuanchun,Lian, Mingming,Li, Zhi,Meng, Qingwei
scheme or table, p. 7973 - 7977 (2012/09/21)
A screen of aryloxy aminopropanol organocatalysts derived from the β-blocker inhibitor S-timolol determined the most active catalyst of asymmetric α-hydroxylation of β-keto esters. (R)-1-(tert-butylamino)- 3-(3,4,5-trimethoxyphenoxy) propan-2-ol (3k) was the most effective derivative, enantioselectively catalyzing α-hydroxylation of β-keto esters using tert-butyl hydroperoxide as the oxidant in hexane to afford the corresponding products in excellent yield and with good enantioselectivity (up to 96% yield, 88% ee).
A simple and efficient asymmetric synthesis of anxiolytic drug enciprazine
Narsaiah, A. Venkat,Nagaiah
experimental part, p. 2705 - 2707 (2010/10/18)
A straightforward and efficient asymmetric synthesis of (S)-1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(3,4,5-trimethoxyphenoxy) propan-2-ol is described. The key intermediate, (S)-2-[(3,4,5-trimethoxyphenoxy) methyl]oxirane, was obtained by a hydrolytic kinetic resolution method using the catalyst (R,R)-salen-cobalt(III) complex. Georg Thieme Verlag Stuttgart.
Selenoxides as catalysts for epoxidation and Baeyer-Villiger oxidation with hydrogen peroxide
Goodman, Margaret A.,Detty, Michael R.
, p. 1100 - 1104 (2007/10/03)
Aryl benzyl selenoxides are catalysts for the epoxidation of various olefinic substrates and the Baeyer-Villiger oxidation of aldehydes and ketones with H2O2 in CH2Cl2 at 2.5 mol% catalyst. Benzyl 3,5-bis(trifluoromethyl)phenyl selenoxide (4) was the most effective catalyst while 2-(dimethylamino)phenyl benzyl selenoxide was the least. Mono-, di-, and trisubstituted alkenes were epoxidized and adamantanone, cyclohexanone, and 3,4,5-trimethoxybenzaldehyde underwent Baeyer-Villiger oxidation using 4 and H2O2. Competition studies showed that epoxidation reactions were faster than Baeyer-Villiger oxidations although the selectivity varied only from 1.3:1 to 4.6:1. Georg Thieme Verlag Stuttgart.
Selenium-catalyzed oxidations with aqueous hydrogen peroxide. 2. Baeyer-Villiger reactions in homogeneous solution
Ten Brink,Vis,Arends,Sheldon
, p. 2429 - 2433 (2007/10/03)
Several diselenides were tested for catalytic activity in Baeyer-Villiger reactions with 60% aqueous hydrogen peroxide. Bis[3,5-bis(trifluoromethyl)phenyl] diselenide forms the corresponding 3,5-bis-(trifluoromethyl)benzene seleninic acid in situ, which is a highly reactive and selective catalyst for the oxidation of carbonyl compounds in 1,1,1,3,3,3-hexafluoro-2-propanol, 2,2,2-trifluoroethanol, or dichloromethane.
The oxidation of methoxy aromatic aldehydes with the system O2/iPrCHO/metal catalyst
Anoune,Anoune, Naoual,Lanteri,Longeray,Arnaud
, p. 6679 - 6680 (2007/10/02)
The oxidation of methoxy aromatic aldehydes by the system O2/iPrCHO/metal catalyst proceeds in high yields of formates, almost without the formation of important quantities of carboxylic acids.
