39545-99-8Relevant academic research and scientific papers
A pyridylsilyl group expands the scope of catalytic intermolecular Pauson-Khand reactions
Itami, Kenichiro,Mitsudo, Koichi,Yoshida, Jun-Ichi
, p. 3481 - 3484 (2002)
Now even unstrained alkenes can be used in catalytic intermolecular Pauson-Khand reactions [Eq. (a)]. This is made possible by the use of the directing group dimethyl(2-pyridyl)silyl, which can be easily removed at the end of the reaction. Furthermore, one observes completely regioselective incorporation of substituents at the 4- and 5-positions of the 2-cyclopentenone structure.
Aqueous chemoenzymatic one-pot enantioselective synthesis of tertiary α-aryl cycloketonesviaPd-catalyzed C-C formation and enzymatic C=C asymmetric hydrogenation
Luan, Pengqian,Liu, Yunting,Li, Yongxing,Chen, Ran,Huang, Chen,Gao, Jing,Hollmann, Frank,Jiang, Yanjun
supporting information, p. 1960 - 1964 (2021/03/26)
An aqueous chemoenzymatic cascade reaction combining Pd-catalyzed C-C formation and enzymatic C=C asymmetric hydrogenation (AH) was developed for enantioselective synthesis of tertiary α-aryl cycloketones in good yields and excellent enantioselectivities. The stereopreference of the enzyme in AH of α-aryl cyclohexenones was studied. An enantiocomplementary enzyme was obtained by site-directed mutation.
Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates
Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong
, p. 5054 - 5059 (2021/07/20)
An efficient rhodium-catalyzed protocol for the synthesis of cyclopentenones based on a three-component reaction of acrylic acids, formaldehyde, and malonates via vinylic C-H activation is reported. Exploratory studies showed that 5-alkylation of as-prepared cyclopentenones could be realized smoothly by the treatment of a variety of alkyl halides with a Na2CO3/MeOH solution. Excess formaldehyde and malonate led to a multicomponent reaction that afforded the multisubstituted cyclopentenones through a Michael addition.
Synthesis of novel methyl jasmonate derivatives and evaluation of their biological activity in various cancer cell lines
Sucu, Bilgesu Onur,Ipek, Ozgecan Savlug,Kurtulus, Sukran Ozdatli,Yazici, Busra Emine,Karakas,Guzel, Mustafa
, (2019/08/06)
Warburg hypothesized that the energy consumption of cancer cells is different than the normal cells. When compared to normal conditions, cancer cells do not undergo tricarboxylic acid (TCA) cycle therefore resulting in more lactate in the cells. Glycolysis pathway is a way of cancer cells to provide energy. The first step in glycolysis is the phosphorylation of glucose to glucose-6-phosphate. This reaction is catalyzed by the hexokinase-II enzyme (HK-II) which is known to be overexpressed in tumor cells. The feeding of cancer cells can be prevented by inhibiting the hexokinase-II enzyme in the first step of aerobic glycolysis. In literature, Methyl Jasmonate (MJ) is known as a Hexokinase-II inhibitor since it disposes VDAC and HK-II interaction on mitochondrial membrane. In our study, we aimed to increase the activity by synthesizing the novel MJ analogues with appropriate modifications. Here we report Hexokinase-2 enzyme and cell viability study results in different cancer cells. Based on the three different cancer cell lines we investigated, our novel MJ analogues proved to be more potent than the original molecule. Thus this research may provide more efficacious/novel HK-II inhibitors and may shed light to develop new anti-cancer agents.
Diastereoselective Synthesis of Planar Chiral Phosphoramidites with a Ferrocenophane Scaffold
Neel, Mathilde,Retailleau, Pascal,Voituriez, Arnaud,Marinetti, Angela
supporting information, p. 797 - 801 (2018/03/21)
A new family of planar chiral phosphoramidites with a [3]ferrocenophane structure was synthesized. The synthetic strategy involved diastereoselective formation of the chiral ferrocene units from suitable substituted bis-cyclopentadienyl derivatives. Preliminary coordination studies of these ligands were undertaken with the synthesis of palladium and platinum complexes.
METHOD FOR SYNTHESIZING NOVEL COMPOUNDS DERIVED FROM 3-HYDROXY-CYCLOPENTYL ACETIC ACID
-
Paragraph 0207; 0211; 0212; 0213, (2018/03/25)
The present invention relates to compounds of formula (I): in which R1 is a hydrogen atom, a phenyl radical, or a straight or branched, saturated or unsaturated hydrocarbon radical having 1 to 8 carbon atoms.
Unraveling factors leading to efficient norbornadiene-quadricyclane molecular solar-thermal energy storage systems
Jorner, Kjell,Dreos, Ambra,Emanuelsson, Rikard,El Bakouri, Ouissam,Galván, Ignacio Fdez.,B?rjesson, Karl,Feixas, Ferran,Lindh, Roland,Zietz, Burkhard,Moth-Poulsen, Kasper,Ottosson, Henrik
, p. 12369 - 12378 (2017/07/10)
Developing norbornadiene-quadricyclane (NBD-QC) systems for molecular solar-thermal (MOST) energy storage is often a process of trial and error. By studying a series of norbornadienes (NBD-R2) doubly substituted at the C7-position with R = H, M
Versatile CuI/Pd0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds: Development, mechanistic investigations and scope
Nahra, Fady,Mace, Yohan,Boreux, Arnaud,Billard, Francois,Riant, Olivier
supporting information, p. 10970 - 10981 (2014/09/17)
We report herein a versatile cooperative dual catalysis reaction based on a CuI/Pd0 system. Mechanistic investigation shows that every component plays a crucial role in determining the reaction outcome. The reaction is successfully extended to various substrates; such as α,β-unsaturated ketones, malonates and coumarins. The strategy tolerates different substitution patterns and affords good yields for each family of substrates.
Unusual, selective, reductive, deoxygenation of cyclopentenone alcohols
Bavikar, Suhas R.,Lasonkar, Trupti P.,Chavan, Subhash P.,Borate, Hanumant B.
supporting information, p. 5241 - 5243 (2015/01/09)
A selective, reductive, deoxygenation of 2-aryl-4-hydroxycyclopent-2-en-1-ones to afford 2-aryl-cyclopent-2-en-1-ones was achieved by NaBH4-CeCl3in methanol.
Asymmetric hydrogenation of α,α′-disubstituted cycloketones through dynamic kinetic resolution: An efficient construction of chiral diols with three contiguous stereocenters
Liu, Chong,Xie, Jian-Hua,Li, Ya-Li,Chen, Ji-Qiang,Zhou, Qi-Lin
supporting information, p. 593 - 596 (2013/02/23)
Chiral diols with three contiguous stereocenters were synthesized by a highly enantioselective ruthenium-catalyzed asymmetric hydrogenation of racemic α,α′-disubstituted cycloketones involving dynamic kinetic resolution. This new catalytic asymmetric method provides a concise route to the alkaloid (+)-γ-lycorane. Copyright
