207455-92-3Relevant academic research and scientific papers
A novel, stereoselective photo-ritter reaction of 1,1-diphenyl-1,6- heptadiene via photoinduced electron transfer reaction
Ishii, Hideki,Hirano, Takashi,Maki, Shojiro,Niwa, Haruki,Ohashi, Mamoru
, p. 2791 - 2792 (1998)
Irradiation of a wet acetonitrile nitrile solution of 1,1-diphenyl-1,6- heptadiene in the presence of 1,4-dicyanobenzene and phenanthrene provided cis-1-acetamido-3-(diphenylmethyl)cyclohexane in high yields with high stereoselectivity. Several examples le-ading to cis-1-acylamino- 3(diphenylmethyl)cyclohexanes were also described.
An experimental and computational approach to defining structure/reactivity relationships for intramolecular addition reactions to bicyclic epoxonium ions
Wan, Shuangyi,Gunaydin, Hakan,Houk,Floreancig, Paul E.
, p. 7915 - 7923 (2008/02/13)
In this manuscript we report that oxidative cleavage reactions can be used to form oxocarbenium ions that react with pendent epoxides to form bicyclic epoxonium ions as an entry to the formation of cyclic oligoether compounds. Bicyclic epoxonium ion structure was shown to have a dramatic impact on the ratio of exo- to endo-cyclization reactions, with bicyclo[4.1.0] intermediates showing a strong preference for endo-closures and bicyclo[3.1.0] intermediates showing a preference for exo-closures. Computational studies on the structures and energetics of the transition states using the B3LYP/6-31G(d) method provide substantial insight into the origins of this selectivity.
TRI-SUBSTITUED 2-BENZHYDRYL-5-BENZLAMINO-TETRAHYDRO-PYRAN-4-OL AND 6-BENZHYDRYL-4-BENZYLAMINO-TETRAHYDRO-PYRAN-3-OL ANALOGUES, AND NOVEL 3,6-DISUBSTITUTED PYRAN DERIVATIVES
-
Page/Page column 22-23; Sheet 2, (2008/06/13)
Novel 3,6-disubstituted pyrans, optionally with a further substituent at the 4-position, are monoamine reuptake inhibitors with activity profiles of anti- depressants.
Structural requirements for 2,4- and 3,6-disubstituted pyran biomimetics of cis-(6-benzhydryl-piperidin-3-yl)-benzylamine compounds to interact with monoamine transporters
Zhang, Shijun,Zhen, Juan,Reith, Maarten E.A.,Dutta, Aloke K.
, p. 6301 - 6315 (2007/10/03)
Structure-activity relationship study of cis-(6-benzhydryl-tetrahydropyran- 3-yl)-(4-fluorobenzyl)-amine derivatives and their bioisosteric analogs for the monoamine transporters in the central nervous system. In our effort to delineate novel pharmacophor
Palladium-catalyzed intramolecular hydroalkylation of alkenyl- β-keto esters, α-aryl ketones, and alkyl ketones in the presence of Me 3SiCl or HCI
Han, Xiaoqing,Wang, Xiang,Pei, Tao,Widenhoefer, Ross A.
, p. 6333 - 6342 (2007/10/03)
Reaction of 3-butenyl β-keto esters or 3-butenyl α-aryl ketones with a catalytic amount of [PdCl2(CH3CN)2] (2) and a stoichiometric amount of Me3SiCl or Me3SiCl/ CuCl2 in dioxane at 25-70°C formed 2-substituted cyclohexanones in good yield with high regioselectivity. This protocol tolerated a number of ester and aryl groups and tolerated substitution at the allylic, enolic, and cis and trans terminal olefinic positions. In situ NMR experiments indicated that the chlorosilane was not directly involved in palladium-catalyzed hydroalkylation, but rather served as a source of HCl, which presumably catalyzes enolization of the ketone. Identification of HCl as the active promoter of palladium-catalyzed hydroalkylation led to the development of an effective protocol for the hydroalkylation of alkyl 3-butenyl ketones that employed sub-stoichiometric amounts of 2, HCl, and CuCl2 in a sealed tube at 70°C.
Design, synthesis, and activity of novel cis- and trans-3,6-disubstituted pyran biomimetics of 3,6-disubstituted piperidine as potential ligands for the dopamine transporter
Zhang, Shijun,Reith, Maarteen E. A.,Dutta, Aloke K.
, p. 1591 - 1595 (2007/10/03)
In our effort to develop novel molecules for the dopamine transporter, we converted our previously designed dopamine transporter specific 3,6-disubstituted piperidine template into corresponding pyran derivatives. cis-Pyran derivative 7b, like their piper
Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones
Wang, Xiang,Pei, Tao,Han, Xiaoqing,Widenhoefer, Ross A.
, p. 2699 - 2701 (2007/10/03)
(Matrix presented) Treatment of 3-butenyl heptyl ketone with substoichiometric amounts of PdCl2(CH3CN)2 (10 mol%), HCl (0.1 equiv), and CuCl2 (0.3 equiv) in dioxane at 70°C for 12 h in a sealed tube formed 2-hexylcyclohexanone in 77% isolated yield. A number of alkyl 3-butenyl ketones underwent hydroalkylation under these conditions to form 2-substituted cyclohexanones in moderate to good yield.
