27752-24-5Relevant academic research and scientific papers
B(C6F5)3-Catalyzed Highly Stereoselective Hydrogenation of Unfunctionalized Tetrasubstituted Olefins
Dai, Yun,Feng, Xiangqing,Du, Haifeng
supporting information, p. 6884 - 6887 (2019/10/02)
A metal-free hydrogenation of unfunctionalized tetrasubstituted olefins were successfully realized using a combination of B(C6F5)3 and Ph2NMe catalyst. The corresponding products were afforded in 58-98% yields with up to >99:1 cis/trans selectivity.
Palladacycle-Phosphine Catalyzed Methylation of Amines and Ketones Using Methanol
Mamidala, Ramesh,Biswal, Priyabrata,Subramani, M. Siva,Samser, Shaikh,Venkatasubbaiah, Krishnan
, p. 10472 - 10480 (2019/08/20)
Methylation of amines and ketones with palladacycle precatalyst has been performed using methanol as an environmentally benign reagent. Various ketones and amines undergo methylation reaction to yield monomethylated amines or ketones in moderate to good isolated yields. Moreover, this protocol was tested for the chemoselective methylation of 4-aminobenzenesulfonamide. The scope of the reaction was further extended to the deuteromethylation of ketones.
α-Methylation of Ketones with Methanol Catalyzed by Ni/SiO2-Al2O3
Charvieux, Aubin,Duguet, Nicolas,Métay, Estelle
supporting information, p. 3694 - 3698 (2019/06/13)
α-Methylation of ketones with methanol catalyzed by a cheap and easy to handle Ni/SiO2-Al2O3 was explored. After optimization of the reaction between propiophenone and methanol, the desired product was obtained in 95 % isolated yield. A wide range of ketones was methylated under the optimized conditions (16 examples). This procedure was extended to a three-component cross-benzylation-methylation of acetophenone.
DMF Dimethyl Acetal as Carbon Source for α-Methylation of Ketones: A Hydrogenation-Hydrogenolysis Strategy of Enaminones
Borah, Ashwini,Goswami, Limi,Neog, Kashmiri,Gogoi, Pranjal
, p. 4722 - 4728 (2015/05/13)
A novel heterogeneous catalytic hydrogenation-hydrogenolysis strategy has been developed for the α-methylation of ketones via enaminones using DMF dimethyl acetal as carbon source. This strategy provides a very convenient route to α-methylated ketones using a variety of ketones without any base or oxidant. (Chemical Equation Presented).
Urea activation of nitrimines: A mild, metal-free approach to sterically hindered enamines
Nickerson, David M.,Angeles, Veronica V.,Mattson, Anita E.
supporting information, p. 5000 - 5003 (2013/10/22)
Nitrimines have been identified as impressive starting points for the syntheses of otherwise inaccessible, sterically encumbered enamines. The activation of nitrimines with urea catalysts for reaction with a variety of amines enables the formation of high
Development of a chiral bis(guanidino)iminophosphorane as an uncharged organosuperbase for the enantioselective amination of ketones
Takeda, Tadahiro,Terada, Masahiro
supporting information, p. 15306 - 15309 (2013/11/06)
Chiral bis(guanidino)iminophosphoranes were designed and synthesized as chiral uncharged organosuperbase catalysts that facilitate activation of less-acidic pro-nucleophiles. The newly developed bis(guanidino) iminophosphoranes, which possess the highest basicity among chiral organocatalysts reported to date, were proven to be a superb class of chiral organosuperbases by reaction of azodicarboxylates with 2-alkyltetralones and their analogues as the less acidic pro-nucleophiles.
Synthesis of five- and six-membered benzocyclic ketones through intramolecular alkene hydroacylation catalyzed by Nickel(0)/N-Heterocyclic Carbenes
Hoshimoto, Yoichi,Hayashi, Yukari,Suzuki, Haruka,Ohashi, Masato,Ogoshi, Sensuke
, p. 10812 - 10815 (2013/01/15)
Getting some closure: Mechanistic studies supported the participation of an oxanickelacycle complex in the hydroacylation step of the title reaction, which proceeds without decarbonylation even in the absence of well-known chelation assistance by heteroatoms. Copyright
Organocatalyzed enantioselective protonation of silyl enol ethers: Scope, limitations, and application to the preparation of enantioenriched homoisoflavones
Poisson, Thomas,Gembus, Vincent,Dalla, Vincent,Oudeyer, Sylvain,Levacher, Vincent
supporting information; experimental part, p. 7704 - 7716 (2010/12/29)
In the present work, enantioselective protonation of silyl enol ethers is reported by means of a variety of chiral nitrogen bases as catalysts, mainly derived from cinchona alkaloids, in the presence of various protic nucleophiles as proton source. A detailed study of the most relevant reaction parameters is disclosed allowing high enantioselectivities of up to 92% ee with excellent yields to be achieved under mild and eco-friendly conditions. The synthetic utility of this organocatalytic protonation was demonstrated during the preparation of two homoisoflavones 4a and 4b, isolated from Chlorophytum Inornatum and Scilla Nervosa, which were obtained with 81% and 78% ee, respectively.
ORGANIC COMPOUNDS
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Page/Page column 86, (2010/11/27)
Compounds of the formula are inhibitors of protein tyrosine phosphatases (PTPases) and, thus, may be employed for the treatment of conditions mediated by PTPase activity. The compounds of the present invention may also be employed as inhibitors of other enzymes characterized with a phosphotyrosine binding region such as the SH2 domain. Accordingly, the compounds of formula (I) may be employed for prevention and/or treatment of insulin resistance associated with obesity, glucose intolerance, diabetes mellitus, hypertension and ischemic diseases of the large and small blood vessels, conditions that accompany type-2 diabetes, including hyperlipidemia, hypertriglyceridemia, atherosclerosis, vascular restenosis, irritable bowel syndrome, pancreatitis, adipose cell tumors and carcinomas such as liposarcoma, dyslipidemia, and other disorders where insulin resistance is indicated. In addition, the compounds of the present invention may be employed to treat and/or prevent cancer (such as prostate or breast cancer), osteoporosis, neurodegenerative and infectious diseases, and diseases involving inflammation and the immune system.
Catalytic asymmetric protonation of lithium enolates using amino acid derivatives as chiral proton sources
Mitsuhashi, Kaori,Ito, Rie,Arai, Takayoshi,Yanagisawa, Akira
, p. 1721 - 1724 (2007/10/03)
Asymmetric protonation of lithium enolates was examined using commercially available amino acid derivatives as chiral proton sources. Among the amino acid derivatives tested, Nβ-L-aspartyl-L-phenylalanine methyl ester was found to cause significant asymmetric induction in the protonation of lithium enolates. The enantiomeric excess (up to 88% ee) of the products obtained in the presence of a catalytic amount of the chiral proton source was higher than those obtained in the stoichiometric reaction.
