61349-69-7Relevant academic research and scientific papers
Enantioselective Radical Ring-Opening Cyanation of Oxime Esters by Dual Photoredox and Copper Catalysis
Chen, Jun,Wang, Peng-Zi,Lu, Bin,Liang, Dong,Yu, Xiao-Ye,Xiao, Wen-Jing,Chen, Jia-Rong
supporting information, p. 9763 - 9768 (2019/11/29)
Catalytic enantioselective chemical reactions involving highly reactive radical species remain largely unexplored. We report herein for the first time a novel enantioselective radical ring-opening cyanation of redox-active oxime esters by dual photoreodox
Catalytic asymmetric synthesis of sterically hindered tertiary α-aryl ketones
Doran, Robert,Guiry, Patrick J.
, p. 9112 - 9124 (2014/12/11)
The catalytic asymmetric synthesis of a series of tertiary α-aryl cyclopentanones and cyclohexanones has been accomplished via a Pd-catalyzed decarboxylative protonation of the corresponding α-aryl-β-keto allyl esters. Enantioselectivities of up to 92% ee and 74% ee were achieved for cyclopentanone and cyclohexanone substrates, respectively. The route described gives access to these important structural motifs in moderate to high levels of enantioselectivity. In particular, this is only the second direct approach for the preparation of tertiary α-aryl cyclopentanones. The synthetic approach allows for simple modification of the aryl group. Significantly, substrates containing sterically hindered aryl groups gave the highest levels of enantioselectivity, and these aryl groups were readily installed by a Pb-mediated arylation of a β-keto allyl ester.
Regio- and enantioselective Baeyer-Villiger oxidation: Kinetic resolution of racemic 2-substituted cyclopentanones
Zhou, Lin,Liu, Xiaohua,Ji, Jie,Zhang, Yuheng,Wu, Wangbin,Liu, Yangbin,Lin, Lili,Feng, Xiaoming
supporting information, p. 3938 - 3941 (2014/08/18)
A kinetic resolution of racemic 2-substituted cyclopentanones via highly regio- and enantioselective Baeyer-Villiger oxidation has been successfully developed. The reaction could afford the normal 6-substituted δ-lactones in up to 98% ee and >19/1 regioselectivity. Meanwhile, the unreacted ketones were recovered in excellent ee values (up to 98%). It represents the best results of the kinetic resolution of racemic 2-substituted cyclopentanones via nonenzymic asymmetric BV oxidation.
Catalytic and regioselective ring expansion of arylcyclobutanones with trimethylsilyldiazomethane. Ligand-dependent entry to β-ketosilane or enolsilane adducts
Dabrowski, Jennifer A.,Moebius, David C.,Wommack, Andrew J.,Kornahrens, Anne F.,Kingsbury, Jason S.
supporting information; experimental part, p. 3598 - 3601 (2010/11/04)
Divergent reactivity is uncovered in the homologation of arylcyclobutanones with trimethylsilyldiazomethane. With Sc(OTf)3 as catalyst, enolsilanes are obtained with a high preference for methylene migration. By contrast, Sc(hfac)3 g
The 2-(2-Azidoethyl)cycloalkanone strategy for bridged amides and medium-sized cyclic amine derivatives in the Aubé-Schmidt reaction
Macleod, Fraser,Lang, Stuart,Murphy, John A.
supporting information; experimental part, p. 529 - 534 (2010/10/02)
2-(2-Azidoethyl)cycloalkanones afford bridged lactams in the Aubé-Schmidt reaction, sometimes in excellent yield, and solvolysis yields derivatives of medium-ring amines. Attempts to divert the Schmidt reaction with an arene-mediated fragmentation of the normal Schmidt intermediate have led to an initial example. Georg Thieme Verlag Stuttgart.
Cycloalkyl alkanoic acids as integrin receptor antagonists derivatives
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Page 28-29, (2010/02/07)
The present invention relates to a class of compounds represented by the Formula I or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula I, and methods of selectively inhibiting or antagonizing the αvβ3 and/or αvβ5 integrin.
Electroreductive intramolecular coupling of aromatic δ- and ε-keto esters
Kise, Naoki,Arimoto, Kie,Ueda, Nasuo
, p. 6281 - 6284 (2007/10/03)
Electroreduction of aromatic δ- and ε-keto esters in the presence of chlorotrimethylsilane and triethylamine gave five- and six-membered cyclized products. The products were transformed to the corresponding α-hydroxy ketones.
THE SYNTHESIS VIA ORGANOIRON COMPLEXES OF PEDICELLANIN METHYL ETHER AND CUPARENE
Bovicelli, P,Mincione, E.
, p. 2037 - 2050 (2007/10/02)
A synthetic route to Pedicellanin methyl ether as well as to Cuparene via iron tricarbonyl-cyclohexadienyl cations is reported.The unusual aromatization reaction of the iron tricarbonyl- cyclohexadienyl mojety by iron trichloride is evidencied.
The Chemistry of Aryllead(IV) Tricarboxylates. Reaction with Enamines
May, George L.,Pinhey, John T.
, p. 1859 - 1871 (2007/10/02)
The treatment of 1-morhpholinocyclopentene (1a) with p-methoxyphenyllead triacetate (2a) in chloroform provides a simple high-yielding route to 2-(4-methoxyphenyl)cyclopentanone (3a).This arylation reaction of enamines has been investigated with a variety of substrates and a number of aryllead triacetates.The reaction has been found to be very sensitive to steric effects and is thus a useful synthetic method in a relatively small number of cases.Acetoxylation is a major competing reaction with those enamines of cyclic ketones which give a low to moderate yield of arylated product.
