678988-77-7Relevant academic research and scientific papers
Remote Cooperative Group Strategy Enables Ligands for Accelerative Asymmetric Gold Catalysis
Wang, Zhixun,Nicolini, Corrado,Hervieu, Cedric,Wong, Yuk-Fai,Zanoni, Giuseppe,Zhang, Liming
, p. 16064 - 16067 (2017)
An accelerative asymmetric gold catalysis is achieved for the first time via chiral ligand metal cooperation. An asymmetrically positioned remote amide group in the designed chiral binaphthyl-based ligand plays the essential role of a general base catalyst and selectively accelerates the cyclizations of 4-allen-1-ols into one prochiral allene face. The reactions are mostly highly enantioselective with achiral substrates, and due to the accelerated nature of the catalysis catalyst loadings as low as 100 ppm are allowed. With a pre-existing chiral center at any of the backbone sp3-carbons, the reaction remained highly efficient and most importantly maintained excellent allene facial selectivities regardless of the substrate stereochemistry. By using different combinations of ligand and substrate enantiomers, it is now possible to access all four stereoisomers of versatile 2-vinyltetrahydrofurans with exceedingly high selectivity. The underpinning design of this chemistry reveals a novel and conceptually distinctive strategy to tackle challenging asymmetric gold catalysis, which to date has relied on decelerative asymmetric steric hindrance approaches.
A silver-promoted auto-tandem catalysis for the synthesis of multiply substituted tetrahydrocarbazoles
Wang, Ming-Zhong,Zhou, Cong-Ying,Che, Chi-Ming
, p. 1312 - 1314 (2011)
Silver(i) triflate efficiently catalyzes the tandem reaction of acetylenic aldehydes with indoles to give highly substituted tetrahydrocarbazoles in high yields.
PROTEIN KINASE C AGONISTS
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Paragraph 0387, (2020/09/12)
The present disclosure relates generally to certain diacylglycerol lactone compounds, pharmaceutical compositions comprising said compounds, and methods of making and using said compounds and pharmaceutical compositions. The compounds and compositions dis
PtCl2-Catalyzed Cycloisomerization of 1,8-Enynes: Synthesis of Tetrahydropyridine Species
Mirzaei, Anvar,Peng, Xiao-Shui,Wong, Henry N. C.
supporting information, p. 3795 - 3798 (2019/05/24)
The cycloisomerization of 1,8-enynes in the presence of platinum(II) chloride was developed to generate bicyclic nitrogen-containing heterocycle species via 6-endo-dig cyclization and [3,3]-sigmatropic rearrangement in acceptable to good yields. The relat
Synthesis of Sultones from Chlorosulfates by a Complex Cascade Reaction Occurring under Mild Thermal Conditions
Cala, Lara,Rivilla, Iván,Cossío, Fernando P.,Fa?anás, Francisco J.,Rodríguez, Félix
supporting information, p. 13083 - 13087 (2019/09/06)
Chlorosulfate derivatives are interesting reagents that have been traditionally used to get other sulfur-containing compounds by formal nucleophilic substitution of the chlorine atom. This work describes a different mode of reactivity of alkyne-containing
Synthesis of 6-Substituted Piperidin-3-ones via Rh(II)-Catalyzed Transannulation of N-Sulfonyl-1,2,3-triazoles with Electron-Rich Aromatic Nucleophiles
Li, Yang,Zhang, Ran,Ali, Arshad,Zhang, Jing,Bi, Xihe,Fu, Junkai
supporting information, p. 3087 - 3090 (2017/06/23)
A highly diastereoselective rhodium(II)-catalyzed transannulation of aldehyde-tethered N-sulfonyl triazoles with electron-rich aromatic nucleophiles is reported for the first time to afford functionalized 6-substituted piperidin-3-ones. The reaction has a broad substrate scope including both aliphatic and aromatic N-sulfonyl-1,2,3-triazoles together with various aromatic nucleophiles. The addition of a catalytic amount of Lewis acid has proven to be crucial for the yield improvement. By employing this methodology, hardly accessible piperidin-3-ones bearing quaternary carbons could be obtained.
Palladium NNC Pincer Complex as an Efficient Catalyst for the Cycloisomerization of Alkynoic Acids
Conde, Nerea,SanMartin, Raul,Herrero, María Teresa,Domínguez, Esther
supporting information, p. 3283 - 3292 (2016/10/21)
A two-step (nucleophilic substitution/palladation by oxidative addition) sequence provides a high-yielding access to a non-symmetrical palladium NNC pincer complex. A number of terminal and internal alkynoic acids with different substitution patterns at the α- and β-positions are regio- and diastereoselectively cycloisomerized to the corresponding exocyclic enol lactones in the presence of exceedingly low amounts of the latter palladium complex, so that unprecedented turnover numbers and frequencies ranging from 1,000,000 to 700,000 and from 41,667 to 9722 h?1, respectively, are achieved. The optimized protocol, based on the use of a catalytic amount of triethylamine as base, allows an easy real-time monitoring of the reaction by NMR spectroscopy. Several pieces of evidence in favor of the direct participation of the above pincer complex as the catalyst of the reaction have been gathered from kinetic and poisoning experiments. (Figure presented.).
Chemoselective amination of propargylic C(sp3)-H bonds by cobalt(II)-based metalloradical catalysis
Lu, Hongjian,Li, Chaoqun,Jiang, Huiling,Lizardi, Christopher L.,Zhang, X. Peter
supporting information, p. 7028 - 7032 (2014/07/08)
Highly chemoselective intramolecular amination of propargylic C(sp 3)-H bonds has been demonstrated for N-bishomopropargylic sulfamoyl azides through cobalt(II)-based metalloradical catalysis. Supported by D 2h-symmetric amidoporphyrin ligand 3,5-DitBu-IbuPhyrin, the cobalt(II)-catalyzed C-H amination proceeds effectively under neutral and nonoxidative conditions without the need of any additives, and generates N 2 as the only byproduct. The metalloradical amination is suitable for both secondary and tertiary propargylic C-H substrates with an unusually high degree of functional-group tolerance, thus providing a direct method for high-yielding synthesis of functionalized propargylamine derivatives. Make a ring of it: Highly chemoselective intramolecular amination of propargylic C(sp3)-H bonds has been achieved with a high degree of functional-group tolerance through the title reaction. The [Co(P1)]-catalyzed C-H amination proceeds under neutral and nonoxidative conditions without the need of any additives, thus providing a direct method for efficient synthesis of functionalized propargylamine derivatives with N2 as the only by-product.
Unusual regiodivergence in metal-catalysed intramolecular cyclisation of γ-allenols
Arbour, Jannine L.,Rzepa, Henry S.,White, Andrew J. P.,Hii, King Kuok
supporting information; experimental part, p. 7125 - 7127 (2010/03/25)
Different O-heterocycles can be obtained from a common γ-allenol precursor by using Ag, Zn or Sn catalysts; the results were rationalised by molecular modelling. The Royal Society of Chemistry 2009.
INHIBITORS OF DIACYLGLYCEROL O-ACYLTRANSFERASE TYPE 1 ENZYME
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Page/Page column 66-67, (2008/12/08)
The present invention relates to compounds of formula (I): wherein R1, R2, and R3, are defined herein. Pharmaceutical compositions and methods for treating DGAT-1 related diseases or conditions are also disclosed.
