144632-97-3Relevant academic research and scientific papers
Catalytic Asymmetric γ-Lactam Synthesis from Enolisable Anhydrides and Imines
Collar, Aarón Gutiérrez,Trujillo, Cristina,Lockett-Walters, Bruce,Twamley, Brendan,Connon, Stephen J.
supporting information, p. 7275 - 7279 (2019/05/15)
An anion-binding approach to the problem of preparing enantioenriched γ-lactams from enolisable anhydrides and imines is reported. A simple bisurea catalyst promotes the cycloaddition between α-aryl succinic anhydrides and either PMP- or benzhydryl-protec
Graphene Oxide: An Efficient Acid Catalyst for the Construction of Esters from Acids and Alcohols
Chen, Zhengwang,Wen, Yuelu,Fu, Yejuan,Chen, Hai,Ye, Min,Luo, Guotian
supporting information, p. 981 - 985 (2017/05/05)
Graphene oxide was found to be an efficient and reusable acid catalyst for the esterification reaction. A wide range of aliphatic and aromatic acids and alcohols were compatible with the standard conditions and afforded the corresponding products in good yields. The heterogeneous catalyst can be easily recovered and recycled in dichloro-ethane solvent with good catalytic activity.
Controlling the Conformational Energy of a Phenyl Group by Tuning the Strength of a Nonclassical CH···O Hydrogen Bond: The Case of 5-Phenyl-1,3-dioxane
Bailey, William F.,Lambert, Kyle M.,Stempel, Zachary D.,Wiberg, Kenneth B.,Mercado, Brandon Q.
, p. 12116 - 12127 (2016/12/23)
Anancomeric 5-phenyl-1,3-dioxanes provide a unique opportunity to study factors that control conformation. Whereas one might expect an axial phenyl group at C(5) of 1,3-dioxane to adopt a conformation similar to that in axial phenylcyclohexane, a series of studies including X-ray crystallography, NOE measurements, and DFT calculations demonstrate that the phenyl prefers to lie over the dioxane ring in order to position an ortho-hydrogen to participate in a stabilizing, nonclassical CH···O hydrogen bond with a ring oxygen of the dioxane. Acid-catalyzed equilibration of a series of anancomeric 2-tert-butyl-5-aryl-1,3-dioxane isomers demonstrates that remote substituents on the phenyl ring affect the conformational energy of a 5-aryl-1,3-dioxane: electron-withdrawing substituents decrease the conformational energy of the aryl group, while electron-donating substituents increase the conformational energy of the group. This effect is correlated in a very linear way to Hammett substituent parameters. In short, the strength of the CH···O hydrogen bond may be tuned in a predictable way in response to the electron-withdrawing or electron-donating ability of substituents positioned remotely on the aryl ring. This effect may be profound: a 3,5-bis-CF3 phenyl group at C(5) in 1,3-dioxane displays a pronounced preference for the axial orientation. The results are relevant to broader conformational issues involving heterocyclic systems bearing aryl substituents.
HYDROXYMETHYL ETHER HYDROISOINDOLINE TACHYKININ RECEPTOR ANTAGONISTS
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Page/Page column 27-28, (2008/12/04)
The present invention is directed to certain hydroxymethyl ether hydroisoindoline compounds which are useful as neurokinin-1 (NK-1) receptor antagonists, and inhibitors of tachykinin and in particular substance P. The invention is also concerned with pharmaceutical formulations comprising these compounds as active ingredients and the use of the compounds and their formulations in the treatment of certain disorders, including emesis, urinary incontinence, LUTS, depression, and anxiety.
Electrochemistry of Ethyl α-Bromo-α-fluoro(phenyl)acetate and some Ethyl α-Bromo(trifluoromethylphenyl)acetates and Electrochemical Synthesis of the Corresponding Diastereoisomeric Diethyl Succinates.
Mattiello, Leonardo,Rampazzo, Liliana,Sotgiu, Giovanni
, p. 2732 - 2754 (2007/10/02)
Ethyl α-bromoesters (1)-(5) (ABr) were prepared through NBS bromination of (6)-(10) (AH) respectively.Controlled potential electrolysis of (1)-(5), dissolved in dry dimethylformamide (DMF) containing Et4NClO4 (0.1 M) allows the corresponding succinates (1
