Category: 10472-24-9

On January 12, 2022, Zhang, Jiajun; Paladugu, Srinivas R.; Gillard, Rachel M.; Sarkar, Anindya; Boger, Dale L. published an article.Quality Control of Methyl 2-cyclopentanonecarboxylate The title of the article was Tris(4-bromophenyl)aminium Hexachloroantimonate-Mediated Intermolecular C(sp2)-C(sp3) Free Radical Coupling of Vindoline with β-Ketoesters and Related Compounds. And the article contained the following:

A powerful tris(4-bromophenyl)aminium hexachloroantimonate (BAHA) mediated regioselective intermol. coupling reaction of vindoline with a wide range of substrates that include β-ketoesters, β-diketones, β-ketoaldehydes, β-ketonitriles, β-ketolactones, β-ketolactams, β-cyanoesters, and malononitriles is detailed. The BAHA-promoted intermol. sp3/sp2 coupling, representing a special class of selective C-H functionalization reactions with direct carbon-carbon bond formation, proceeds with generation of a quaternary center bound to the aryl C15 center of vindoline capable of accommodating of the vinblastine C16′ Me ester and functionalized for subsequent divergent heterocycle introduction. A comprehensive examination of the reaction scope, optimization of subtle reaction parameters, and key insights into the reaction mechanism are described. Contrary to what might be prevailing expectations, studies suggest the plausible mechanism entails initial single-electron oxidation of the substrate enolate, not vindoline, and subsequent regiospecific addition of the resulting electrophilic radical to vindoline. As such and beyond the new arylation reaction with vindoline, the studies define a host of new, previously unrecognized, applications of BAHA and related triarylaminium radical cations that arises from their ability to generate stabilized electrophilic radicals from β-ketoesters and related substrates under nonreducing and metal-free conditions. Those exemplified herein include mediating stabilized enolate free radical arylation, dimerization, allylation, alkene addition, and α-oxidation reactions. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Quality Control of Methyl 2-cyclopentanonecarboxylate

The Article related to vindoline ketoester tris bromophenylaminium hexachloroantimonate regioselective radical coupling, Alkaloids: Alkaloids Containing Two Nitrogen Atoms and other aspects.Quality Control of Methyl 2-cyclopentanonecarboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On May 20, 2022, Gaertner, Cornelius V.; Schneider, Christoph published an article.Reference of Methyl 2-cyclopentanonecarboxylate The title of the article was Enantioselective Annulation of α,β-Unsaturated N-Acyliminium Ions with β-Keto Ester Enolates via Cooperative Palladium and Bronsted Acid Catalysis. And the article contained the following:

Authors herein report a cooperative palladium- and Bronsted acid-catalyzed strategy toward the first enantioselective annulation of in situ generated α,β-unsaturated N-acyliminium ions with chiral metal enolates. Novel polycyclic oxoisoindoles featuring three contiguous stereogenic centers have been obtained with typically good yields, outstanding enantiocontrol, and moderate to good diastereoselectivity. The utility of the process was further demonstrated by their conversion to synthetically valuable scaffolds. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Reference of Methyl 2-cyclopentanonecarboxylate

The Article related to polycyclic oxoisoindole preparation enantioselective diastereoselective, hydroxy styrylisoindolinone keto ester enolate annulation, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Reference of Methyl 2-cyclopentanonecarboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wang, Yi-Feng; Wang, Chao-Jie; Feng, Qing-Zhou; Zhai, Jing-Jing; Qi, Suo-Suo; Zhong, Ai-Guo; Chu, Ming-Ming; Xu, Dan-Qian published an article in 2022, the title of the article was Copper-catalyzed asymmetric 1,6-conjugate addition of in situ generated para-quinone methides with β-ketoesters.Recommanded Product: 10472-24-9 And the article contains the following content:

A Cu-catalyzed asym. 1,6-conjugate addition of in situ generated para-quinone methides (p-QMs) with β-ketoester has been developed to construct a ketoester skeleton bearing an adjacent tertiary-quaternary carbon stereocenter in good yields and high enantioselectivities. This is the first example of metal-catalyzed asym. transformations of the in situ generated p-QMs, avoiding using pre-synthesized p-QMs requiring bulky 2,6-substitutions and highlighting a new dual catalytic activation with the chiral bis(oxazoline)-metal complex acting as a normal Lewis acid to activate the β-ketoesters and a source of Bronsted acid responsible for generating the p-QMs in situ. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Recommanded Product: 10472-24-9

The Article related to copper oxazoline complex formation conjugate addition catalyst, crystal structure ester, Inorganic Chemicals and Reactions: Coordination Compounds and other aspects.Recommanded Product: 10472-24-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Maximuck, William J.; Ganzmann, Carola; Alvi, Scheherzad; Hooda, Karan R.; Gladysz, John A. published an article in 2020, the title of the article was Rendering classical hydrophilic enantiopure Werner salts [M(en)3]n+nX- lipophilic (M/n = Cr/3, Co/3, Rh/3, Ir/3, Pt/4); new chiral hydrogen bond donor catalysts and enantioselectivities as a function of metal and charge.Application of 10472-24-9 And the article contains the following content:

Known hydrophilic halide salts of the title compounds are converted to new lipophilic BArf- (B(3,5-C6H3(CF3)2)4-) salts. These are isolated as hydrates (Λ- or Δ-[M(en)3]n+nBArf-·zH2O; z = 17-9) and characterized by NMR (acetone-d6) and microanalyses. Thermal stabilities are probed by capillary thermolyses and TGA and DSC measurements (onset of dehydration 71-151°C). In the presence of tertiary amines, they are effective catalysts for enantioselective Michael type carbon-carbon or carbon-nitrogen bond forming additions of 1,3-dicarbonyl compounds (acceptors: trans-β-nitrostyrene, di-tert-butylazodicarboxylate, 2-cyclopenten-1-one; average ee = 33%, 52%, 17%). Effects of the metal and charge upon enantioselectivities are analyzed. A number of properties appear to correlate to the NH Bronsted acidity order ([Pt(en)3]4+ > [Cr(en)3]3+ > [Co(en)3]3+ > [Rh(en)3]3+ > [Ir(en)3]3+). The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Application of 10472-24-9

The Article related to transition metal ethylene complex preparation michael reaction catalyst, thermal stability transition metal ethylene complex, Inorganic Chemicals and Reactions: Coordination Compounds and other aspects.Application of 10472-24-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhong, Jiaxin; He, Haibing; Gao, Shuanhu published an article in 2019, the title of the article was Exploration of 1,3-dipolar cycloaddition reactions to construct the core skeleton of Calyciphylline A-type alkaloids.Formula: C7H10O3 And the article contains the following content:

Nitrone induced 1,3-dipolar [3+2] cycloadditions were studied to construct the core structure of Calyciphylline A-type Daphniphyllum alkaloids. This approach is capable of installing the cis-hydroindole A-C ring as well as the spiro-A-C-E ring with the all-carbon quaternary centers at C-5 and C-8, and has been successfully used in the total synthesis of himalensine A. It also lays the foundation for the synthesis of challenging Calyciphylline A-type alkaloids, such as daphniyunnine A. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Formula: C7H10O3

The Article related to calyciphylline a daphniphyllum alkaloid preparation nitrone dipolar cycloaddition, Alkaloids: Alkaloids Containing One Nitrogen Atom In A Ring and other aspects.Formula: C7H10O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On February 26, 2020, Guo, Yinliang; Guo, Zhixian; Lu, Jia-Tian; Fang, Runting; Chen, Si-Cong; Luo, Tuoping published an article.Application In Synthesis of Methyl 2-cyclopentanonecarboxylate The title of the article was Total Synthesis of (-)-Batrachotoxinin A: A Local-Desymmetrization Approach. And the article contained the following:

An enantioselective total synthesis of (-)-batrachotoxinin A is accomplished based on a key photoredox coupling reaction and the subsequent local-desymmetrization operation (I + II → III → IV). After the expedient assembly of the highly oxidized steroid skeleton, a delicate sequence of redox manipulations was carried out to deliver a late-stage intermediate on gram scale-and ultimately (-)-batrachotoxinin A (V) in an efficient manner. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Application In Synthesis of Methyl 2-cyclopentanonecarboxylate

The Article related to batrachotoxinin a enantioselective total synthesis photoredox coupling desymmetrization, Alkaloids: Alkaloids Containing One Nitrogen Atom In A Ring and other aspects.Application In Synthesis of Methyl 2-cyclopentanonecarboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On August 21, 2020, Man, Ningning; Lou, Zhenbang; Li, Yuming; Yang, Haijun; Zhao, Yufen; Fu, Hua published an article.Reference of Methyl 2-cyclopentanonecarboxylate The title of the article was Organocatalytic Atroposelective Construction of Axially Chiral N-Aryl Benzimidazoles Involving Carbon-Carbon Bond Cleavage. And the article contained the following:

Axially chiral compounds widely occur in natural products, biol. active mols., ligands, and catalysts, and their efficient and enantioselective synthesis is highly desirable. Herein, we report a novel method for the atroposelective construction of axially chiral N-aryl benzimidazoles with chiral phosphoric acid as the organocatalyst via reaction of N1-(aryl)benzene-1,2-diamines with multicarbonyl compounds The present method provided the target products in high yields (up to 89%) with excellent enantioselectivity (up to 98% ee). The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Reference of Methyl 2-cyclopentanonecarboxylate

The Article related to axial chiral aryl benzimidazole atroposelective synthesis, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Reference of Methyl 2-cyclopentanonecarboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On January 14, 2022, He, Yu-Tao; Li, Li-Xuan; Lin, Xiaohong; Hou, Bao-Long; Li, Chuang-Chuang published an article.Formula: C7H10O3 The title of the article was Synthesis of Various Bridged Ring Systems via Rhodium-Catalyzed Bridged (3+2) Cycloadditions. And the article contained the following:

Here, the authors describe the rhodium-catalyzed bridged [3+2]-cycloaddition cascade reactions of N-sulfonyl-1,2,3-triazoles, which allowed the efficient diastereoselective construction of various functionalized and synthetically challenging bridged ring systems. This simple, direct transformation had a broad substrate scope and excellent functional group tolerance. The highly strained polycyclic bicyclo[2.2.2]octa[b]indole core of fruticosine was synthesized efficiently using this methodol. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Formula: C7H10O3

The Article related to bicycloalkane preparation diastereoselective chemoselective, sulfonyl triazole cycloaddition tandem rhodium catalyst, Heterocyclic Compounds (One Hetero Atom): Higher-Membered Rings and other aspects.Formula: C7H10O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On June 30, 2022, Farhadur Rahman, Mohammad; Yangyuayang, Chouthor; Fujisawa, Ikuhide; Haraguchi, Naoki; Itsuno, Shinichi published an article.Recommanded Product: Methyl 2-cyclopentanonecarboxylate The title of the article was C5′-Nitrated Cinchona Catalysts for Asymmetric Michael Addition Reaction. And the article contained the following:

C5′-Nitro-dihydroquinine (Q1), prepared from dihydroquinine (HQ), exhibited high catalytic activity in an asym. Michael reaction. The nitro group at the C5′ position of Q1 was vertically fixed to the quinoline ring, as confirmed by X-ray crystallog. Q1 exerted a high level of asym. induction, superior to that of the non-nitrated HQ catalyst. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Recommanded Product: Methyl 2-cyclopentanonecarboxylate

The Article related to nitrated cinchona catalyst preparation asym michael addition, Alkaloids: Alkaloids Containing One Nitrogen Atom At A Bridgehead and other aspects.Recommanded Product: Methyl 2-cyclopentanonecarboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On January 31, 2022, Kozma, Viktoria; Szollosi, Gyorgy published an article.Category: esters-buliding-blocks The title of the article was Conjugate addition of 1,3-dicarbonyl compounds to maleimides using bifunctional primary amine-(thio)phosphoramide organocatalysts. And the article contained the following:

Asym. Michael additions of 1,3-dicarbonyl compounds to N-substituted maleimides were carried out using primary amine-(thio)phosphoramide bifunctional chiral organocatalysts derived from optically pure C2-sym. 1,2-diamines. The addition of Et 2-fluoroacetoacetate using the 1,2-diphenylethane-1,2-diamine derived thiophosphoramide catalyst afforded various succinimides substituted with fluorine bearing quaternary carbon in high yields, good diastereomeric ratios and excellent enantiomeric excesses. Alicyclic β-ketoesters provided the diastereomerically pure Michael adducts in good yields and high enantioselectivities, whereas 2,4-pentanedione afforded products with slightly lower enantiomeric excesses. The bulkiness of the N-substituent of the maleimide ring influenced mostly the conversions. The thiophosphoramide catalyst was found also efficient in the addition of Et 2-fluoroacetoacetate to β-nitrostyrenes. Unprecedentedly, during this work the highly enantioselective addition of 1,3-dicarbonyl compounds to maleimides were catalyzed by a primary amine-hydrogen-bond donor groups containing bifunctional organocatalyst. These reactions occurred through enamine intermediate, as evidenced by electrospray-ionization mass spectrometry and NMR spectroscopy. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Category: esters-buliding-blocks

The Article related to maleimide dicarbonyl compound stereoselective conjugate addition, primary amine thio phosphoramide organocatalyst, Heterocyclic Compounds (One Hetero Atom): Pyrroles and Pyrrolizines and other aspects.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics