98560-25-9Relevant academic research and scientific papers
Substituent and Lewis Acid Promoted Dual Behavior of Epoxides towards [3+2]-Annulation Reactions with Donor-Acceptor Cyclopropanes: Synthesis of Substituted Cyclopentane and Tetrahydrofuran
Pandey, Ashok Kumar,Varshnaya, Rohit Kumar,Banerjee, Prabal
, p. 1647 - 1656 (2017/04/06)
Substituent and Lewis acid promoted generation of functionalized enolates from epoxides is developed. Divergent attack of the enolate on donor-acceptor cyclopropanes, i.e. C-attack or O-attack depending upon substituents present in both reacting partners, produced different products. C-attack gave functionalized cyclopentane derivatives, whereas O-attack furnished tetrahydrofuran derivatives through [3+2]-annulation reactions. Moreover, to increase the utility of our method, synthesized diastereomeric cyclopentane derivatives were converted into synthetically useful cyclopentene and cyclopentanone analogs.
Practical corey-chaykovsky epoxidation: Scope and limitation
Yu, Hao,Deng, Xiaobing,Cao, Shengli,Xu, Jiaxi
experimental part, p. 509 - 514 (2012/04/11)
Corey-Chaykovsky epoxidation is one of the versatile methods for synthesis of structurally diverse oxiranes. The extension of simplified Corey-Chaykovsky epoxidation has been investigated. Ketones and aromatic aldehydes were epoxidized in satisfactory to excellent yields with trimethylsulfonium iodide as an ylide precursor and crushed potassium hydroxide as a base in tertiary butanol.The scope and limitation of the simplified procedure were examined. The results revealed that the procedure is applicable to the epoxidation of ketones and aromatic aldehydes.
ALKOXY COMPOUNDS FOR DISEASE TREATMENT
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Page/Page column 167, (2009/05/29)
The present invention relates generally to compositions and methods for treating neurodegenerative diseases and disorders, particularly ophthalmic diseases and disorders. Provided herein are alkoxyl derivative compounds and pharmaceutical compositions comprising these compounds. The subject compositions are useful for treating and preventing ophthalmic diseases and disorders, including age-related macular degeneration (AMD) and Stargardt's Disease.
Facile synthesis of 1,1-disubstituted taurines
Huang, Jiaxing,Du, Da-Ming,Xu, Jiaxi
, p. 315 - 319 (2007/10/03)
A series of 1,1 -disubstituted taurines was synthesized expeditiously from ketones via the Corey-Chaykovsky epoxidation with dimethylsulfonium methylide, episulfidation with potassium sulfocyanate, ring-opening reaction with ammonia in the presence of sil
Antiarthritic and suppressor cell inducing activity of azaspiranes: Structure-function relationships of a novel class of immunomodulatory agents
Badger,Schwartz,Picker,Dorman,Bradley,Cheeseman,DiMartino,Hanna,Mirabelli
, p. 2963 - 2970 (2007/10/02)
Spirogermanium (1;8,8-diethyl-N,N-dimethyl-2-aza-8-germaspiro[4.5]decane-2-propanamin e dihydrochloride) is a potent cytotoxic agent in vitro which has demonstrated limited activity in experimental animal tumor models. Subsequently, it has been reported that spirogermanium has antiarthritic and suppressor cell-inducing activity. We have synthesized a series of substituted 8-hetero-2-azaspiro[4.5]decane and 9-hetero-3-azaspiro[5.5]undecane analogues of spirogermanium to identify the heteroatom requirements for in vivo antiarthritic and suppressor cell-inducing activity. This structure-activity relationship study has identified that appropriately substituted silicon and carbon analogues of spirogermanium retain both antiarthritic and immunosuppressive activity, with the 8,8-dipropyl (carbon) analogue being among the most active. Following the identification of N,N-dimethyl-8,8-dipropyl-2-azaspiro[4,5]decane-2-propanamine dihydrochloride (9) as more active analogue than spirogermanium, a series of 8,8-dipropyl analogues with various amine substituents were synthesized. A number of these analogues had activity similar to that of 9. A correlation between activity in the adjuvant arthritic rat and the ability to induce suppressor cells (r = 0.894, p0.001) suggests an association between the two pharmacologic effects. While the precise biochemical mechanism(s) for the pharmacological activity is unclear, these data suggest that compounds within this series, e.g., N,N-dimethyl-8,8-dipropyl-2-azaspiro[4.5]decane-2-propanamine dihydrochloride, may provide effective therapy in diseases of autoimmune origin and/or the prevention of rejection in tissue transplantation.
METHYLENECYCLOALKANES. STRAIN AND PROPERTIES
Kas'yan, L. I.,Seferova, M. F.,Gorb, L. G.,Kozina, M. P.,Dryuk, V. G.
, p. 1019 - 1025 (2007/10/02)
The synthesis of methylenecycloalkanes and of epoxides based on them was studied.The role of angular strain in the electron density distribution and the reactivity of the alkenes was investigated by quantum-chemical calculation by the LCAO-MO SCF method in the MINDO/3 valence approximation.The data from the calculation are compared with the spectral and kinetic parameters of the epoxidation of methylene-cycloalkanes by peracetic acid in ethyl acetate.
LE CHLOROALLYLLITHIUM COMME SYNTHON DE CHLOROALLYLATION OU COMME EQUIVALENT DU VINYLCARBENE: SYNTHESE REGIOSELECTIVE D'ALCOOLS γ-ETHYLENIQUES β-CHLORES ET DE VINYL-2 OXETANES A PARTIR D'EPOXYDES
Ongoka, P.,Mauze, B.,Miginiac, L.
, p. 139 - 148 (2007/10/02)
Chloroallyllithium reacts regioselectively with various epoxides in a "one-pot" reaction to produce either γ-ethylenic β-chloro alcohols or 2-vinyl oxetanes, depending on the experimental conditions used.
