53172-83-1Relevant academic research and scientific papers
Contra-Thermodynamic Positional Isomerization of Olefins
Zhao, Kuo,Knowles, Robert R.
supporting information, p. 137 - 144 (2022/01/19)
A light-driven method for the contra-thermodynamic positional isomerization of olefins is described. In this work, stepwise PCET activation of a more substituted and more thermodynamically stable olefin substrate is mediated by an excited-state oxidant an
Alder-ene reaction of aryne with olefins
Chen, Zhao,Liang, Jinhua,Yin, Jun,Yu, Guang-Ao,Liu, Sheng Hua
supporting information, p. 5785 - 5787 (2013/10/01)
A novel intermolecular Alder-ene reaction based on aryne and olefins was developed. We performed this transformation under mild conditions such as at room temperature, and this reaction displayed high selectivity and good yields only in the presence of CsF. Hence, the intermolecular Alder-ene reaction of aryne with olefins provides an effective route to synthesize derivatives of olefins.
QUINAZOLINONE-TYPE COMPOUNDS AS CRTH2 ANTAGONISTS
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Page/Page column 140, (2012/05/04)
This application provides for compounds of the formula Formula I or a pharmaceutically acceptable salt thereof, wherein the individual variables are defined herein, as well as processes to prepare these compounds, pharmaceutical compositions comprising the same and their use in treating disease state associated with the CRTH2 receptor.
Heterodimerization of Olefins. 1. Hydrovinylation Reactions of Olefins That Are Amenable to Asymmetric Catalysis
RajanBabu,Nomura, Nobuyoshi,Jin, Jian,Nandi, Malay,Park, Haengsoon,Sun, Xiufeng
, p. 8431 - 8446 (2007/10/03)
Through a systematic examination of ligand and counterion effects, new protocols for a nearly quantitative and highly selective codimerization of ethylene and various functionalized vinylarenes have been discovered. In a typical reaction, 4-bromostyrene and ethylene undergo codimerization in the presence of 0.0035 equiv each of [(allyl)NiBr]2, triphenylphosphine, and AgOTf in CH2Cl2 at -56 °C to give 3-(4-bromophenyl) -1-butene in >98% yield and selectivity. Corresponding reactions with [(allyl)PdX]2 are much less efficient and less selective and may require further optimization before a viable system can be identified. Another useful protocol that gives comparable yield and selectivity involves the use of a single-component catalyst prepared from allyl 2-diphenylphosphinobenzoate, Ni(COD)2, and (C6F5)3B. Recognition of a synergistic relationship between a chiral hemilabile ligand (for example, (R)-2-methoxy-2′-diphenylphosphino-1,1′-binaphthyl, MOP) and a highly dissociated counteranion (BARF or SbF6) in an enantioselective version of the Ni-catalyzed reaction raises the prospects of developing a practical route for the synthesis of 3-arylbutenes. Several pharmaceutically relevant compounds, including widely used 2-arylpropionic acids, can be synthesized from these key intermediates. This reaction appears to be quite general. Synthesis of several new 2-diphenylphosphino-1,1-binaphthyl derivatives, prepared to probe the effect of hemilabile coordination on the efficiency and selectivity of the reaction, are also described.
Heterodimerization of propylene and vinylarenes: Functional group compatibility in a highly efficient Ni-catalyzed carbon-carbon bond-forming reaction
Jin, Jian,Rajanbabu
, p. 2145 - 2151 (2007/10/03)
Unlike heterodimerization reactions of ethylene and vinylarenes, no such synthetically useful reactions using propylene are known. We find that propylene reacts with various vinylarenes in the presence of catalytic amounts of [(allyl)NiBr]2, tr
Enantioselective preparation of C2-symmetrical ferrocenyl ligands for asymmetric catalysis
Schwink, Lothar,Knochel, Paul
, p. 950 - 968 (2007/10/03)
Corey - Bakshi - Shibata (CBS) reduction of the 1,1'-diacylmetallocenes 5 and 7 provides the C2-symmetrical diols 4 and 10, which proved to be useful starting materials for stereo-controlled ligand synthesis. Diols 4 and 10 can be easily converted to a wide range of diamines, diphosphines, and dithioacetates by nucleophilic substitution of the hydroxyl function with full retention of configuration. Furthermore, the aminophosphines 30 and 31 become easily accessible. Compounds 30 and 31 have been used as ligands in enantioselective cross-coupling of racemic secondary Grignard reagents with vinyl bromides. A selectivity up to 93% ee could be reached for the first time in the preparation of (S)-(E)-1,3-diphenyl-1-butene (34b), which was transformed into the enantiomerically pure chiral building block 37 with a pseudoasymmetric center in a straightforward, three-step synthesis.
Differential NMR Shielding by Phenyl, Assigned from Chemical Labelling and (Z,E) Equilibration
Knorr, Rudolf,Hintermeyer-Hilpert, Monika,Boehrer, Petra
, p. 1137 - 1141 (2007/10/02)
Unequivocal NMR assignments of the (E,Z) isomeric pairs 3 and 8 are possible by (Z,E) equilibration.Deprotonation of 2-methyl-1-phenylpropene (1) with n-BuLi under any conditions gives only a single allyl-metal derivative 2.Methylation of the latter gives
