Category: 15732-75-9

Chen, Caiyou published the artcileEnzyme-Inspired Chiral Secondary-Phosphine-Oxide Ligand with Dual Noncovalent Interactions for Asymmetric Hydrogenation, Formula: C11H10O3, the publication is Angewandte Chemie, International Edition (2017), 56(24), 6808-6812, database is CAplus and MEDLINE.

Inspired by the unique character of enzymes, we developed novel chiral SPO (secondary-phosphine-oxide) ligand (SPO-Wudaphos) which can enter into both ion pair and H-bond noncovalent interactions. The novel chiral SPO-Wudaphos exhibited excellent results in the asym. hydrogenation of ¦Á-methylene-¦Ã-keto carboxylic acids, affording the chiral ¦Ã-keto acids with up to over 99 % ee. A series of control experiments and DFT calculations were conducted to illustrate the critical roles of both the ion pair and H-bond noncovalent interactions.

Angewandte Chemie, International Edition published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, Formula: C11H10O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Chen, Caiyou published the artcileA new ferrocenyl bisphosphorus ligand for the asymmetric hydrogenation of ¦Á-methylene-¦Ã-ketocarboxylic acids, Product Details of C11H10O3, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(70), 9785-9788, database is CAplus and MEDLINE.

New diphosphine-amine chiral ligand ^tBu-Wudaphos I was prepared and examined for chiral induction in rhodium-catalyzed asym. hydrogenation of ¦Á-methylene-¦Ã-ketocarboxylic acids, yielding ¦Á-methyl-¦Ã-ketocarboxylates with more than 98% ee and quant. conversion. Upon incorporation of a noncovalent ion pair interaction, a new chiral ferrocenyl bisphosphorus ligand t-Bu-Wudaphos was developed. t-Bu-Wudaphos can be easily synthesized with very high diastereoselectivity as a highly air stable solid. The new ligand exhibited excellent reactivities and enantioselectivities in the asym. hydrogenation of ¦Á-methylene-¦Ã-keto-carboxylic acids via an ion pair noncovalent interaction (up to >99% conversion, >99% ee).

Chemical Communications (Cambridge, United Kingdom) published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, Product Details of C11H10O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Chen, Caiyou published the artcileHighly stereoselective synthesis and application of P-chiral ferrocenyl bisphosphorus ligands for asymmetric hydrogenation, COA of Formula: C11H10O3, the publication is Organic Chemistry Frontiers (2017), 4(10), 2034-2038, database is CAplus.

New, efficient and highly stereoselective methods were developed for the synthesis/modification of Wudaphos type ligands. It was found that the “three hindered quadrant” model is crucial to ensure high enantiomeric control and that the substituents on the phosphine atom should be electron rich to increase the reactivity. Moreover, a new SPO-Wudaphos ligand was developed, which exhibited good to excellent enantioselectivities in the asym. hydrogenation of ¦Á-methylene-¦Ã-keto carboxylic acids.

Organic Chemistry Frontiers published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, COA of Formula: C11H10O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Siddiqui, Anees A. published the artcileSynthesis and hypotensive activity of some 6-(substituted aryl)-4-methyl-2,3-dihydropyridazin-3-ones, Quality Control of 15732-75-9, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2004), 43B(7), 1574-1579, database is CAplus.

6-Aryl-4-methyl-2,3-dihydropyridazin-3-ones, e.g., I, were synthesized by cyclization of appropriate ¦Â-aroyl-2-methylene propionate with hydrazine hydrate in the presence of sodium acetate. The title compounds were tested for hypotensive activity, non-invasively, by tail-cuff method and were found to possess significant hypotensive activity in normotensive rats.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C4H3Cl2N3, Quality Control of 15732-75-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ren, Xinyi published the artcileAsymmetric Alkoxy- and Hydroxy-Carbonylations of Functionalized Alkenes Assisted by ¦Â-Carbonyl Groups, Category: catalysis-chemistry, the publication is Angewandte Chemie, International Edition (2021), 60(32), 17693-17700, database is CAplus and MEDLINE.

As a fundamental type of carbonylation reaction, the alkoxy- and hydroxy-carbonylation of unsaturated hydrocarbons constitutes one of the most important industrial applications of homogeneous catalysis. However, owing to the difficulties in controlling multi-selectivities for asym. hydrocarbonylation of alkenes, this reaction is typically limited to vinylarenes and analogs. In this work, a highly efficient asym. alkoxy- and hydroxy-carbonylation of ¦Â-carbonyl functionalized alkenes was developed, providing practical and easy access to various densely functionalized chiral mols. with high optical purity from broadly available alkenes, CO, and nucleophiles (>90 examples, 84-99% ee). This protocol features mild reaction conditions and a broad substrate scope, and the products can be readily transformed into a diverse array of chiral heterocycles. Control experiments revealed the key role of the ¦Â-carbonyl group in determining the enantioselectivity and promoting the activity, which facilitates chiral induction by coordination to the transition metal as rationalized by DFT calculations The strategy of utilizing an innate functional group as the directing group on the alkene substrate might find further applications in catalytic asym. hydrocarbonylation reactions.

Angewandte Chemie, International Edition published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Poklukar, Gasper published the artcileModular 1,1′-Ferrocenediyl-cored P-Stereogenic Diphosphines: ”JDayPhos” Series and its Use in Rhodium(I)-Catalyzed Hydrogenation, HPLC of Formula: 15732-75-9, the publication is Advanced Synthesis & Catalysis (2018), 360(13), 2566-2570, database is CAplus.

A novel ferrocene-based P-stereogenic diphospine ligand series dubbed JDayPhos was developed, which rhodium(I) complexes of some of its members exhibited excellent enantioselectivity (up to >99% ee) and high activity in asym. hydrogenation of ¦Â-unsubstituted or -substituted itaconates and ¦Á-methylene-¦Ã-oxo-carboxylates.

Advanced Synthesis & Catalysis published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, HPLC of Formula: 15732-75-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kameo, Kazuya published the artcileStudies on antirheumatic agents: 3-benzoylpropionic acid derivatives, Recommanded Product: 2-Methylene-4-oxo-4-phenylbutanoic acid, the publication is Chemical & Pharmaceutical Bulletin (1988), 36(6), 2050-60, database is CAplus and MEDLINE.

As part of the search for new antirheumatic agents, three types of 3-benzoylpropionic acid derivatives, e.g. RCOCH₂CH(SR¹)CO₂R², RCOCH₂CH(CH₂SR¹)CO₂R², and RCOCH(CH₂SR¹)CH₂CO₂R² (R = Ph, substituted phenyl; R¹ = Ac, Et, EtCO, Bz; R² = H, Et, Me, CH₂Ph), having a mercapto moiety in their structures were prepared and tested for suppressing activity on adjuvant arthritis in Sprague-Dawley rats. A structure-activity relationship study showed that substitution on the Ph ring contributed to the activity and the most favorable substituent was different in each type of derivative

Chemical & Pharmaceutical Bulletin published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, Recommanded Product: 2-Methylene-4-oxo-4-phenylbutanoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhang, Xuexin published the artcilePd(II)/Zn co-catalyzed chemo-selective hydrogenation of ¦Á-methylene-¦Ã-keto carboxylic acids, Computed Properties of 15732-75-9, the publication is Organic & Biomolecular Chemistry (2019), 17(8), 2174-2181, database is CAplus and MEDLINE.

An efficient Pd/Zn co-catalyzed chemo-selective hydrogenation of ¦Á-methylene-¦Ã-keto carboxylic acids was described. This methodol. offers a divergent synthesis of ¦Á-methyl-¦Ã-keto carboxylic acids, ¦Á-methylcarboxylic acids, and lactones starting from ¦Á-methylene-¦Ã-keto carboxylic acids via selective hydrogenation by varying the catalytic conditions avoiding the use of high pressure of hydrogen. The reaction also showed broad substrate tolerance to give the desired products in good to excellent yields.

Organic & Biomolecular Chemistry published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C25H23NO4, Computed Properties of 15732-75-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Cousse, Henri published the artcileSynthesis, structure and hypocholesteremic activity of a series of substituted ¦Ã-aryl-¦Ã-oxobutyric acids, Safety of 2-Methylene-4-oxo-4-phenylbutanoic acid, the publication is European Journal of Medicinal Chemistry (1987), 22(1), 45-57, database is CAplus.

4-Biphenylyl-2(or 3-)-methylene-4-oxobutyric acids, their isomers and derivatives, and some related compounds were prepared and tested for hypocholesteremic activity. Thus, reaction of 2-chlorobiphenyl with itaconic anhydride gave 4-(2-ClC₆H₄)C₆H₄COCH₂C(:CH₂)CO₂H (I). The 2-Cl group in I resulted in high hypocholesteremic activity. Also prepared by standard methods were 4-biphenylyl-4-oxo-2-methyl-2-butenoic acids, hydroxybutenolides, and their acid chloride and amide derivatives

European Journal of Medicinal Chemistry published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, Safety of 2-Methylene-4-oxo-4-phenylbutanoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Julia, Marc published the artcileOrientation of the acid opening of acid-alcohols and substituted cyclopropanediols, Computed Properties of 15732-75-9, the publication is Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques (1967), 264(3), 330-2, database is CAplus.

The cyclopropane ring-opening procedure (CA 63, 2914c) was used to prepare a number of unsaturated branched- and straight-chain compounds containing OH and CO2H groups. BzCH2C(:CH2)CO2H was isomerized in the presence of NEt3 to BzCH:CMeCO2R(I, R = H), m. 110¡ã, which was methylated with CH2N2 to I (R = Me), b0.01 120-5¡ã. I (R = Me) treated with Corey’s reagent (C. and Chaykovsky, CA 62, 12994c) gave 5% cis-II (R = Me) and 95% trans-II (R = Me), 2,4-dinitrophenylhydrazone m. 145-7¡ã. Saponification of the mixture gave homogeneous (thin layer chromatography) trans-II (R = H), m. 146-7¡ã, the structure of which was confirmed by N.M.R. spectroscopy. Reduction of II (R = H) by KBH4 gave the OH-acid (III), m. 142-4¡ã, which was treated with 48% aqueous HBr at room temperature to give a product shown to be the branched acid trans-PhCH:CHCMe(CH2Br)CO2H (IV) by N.M.R. Reduction of IV by LiAlH4 gave trans-PhCH:CHCMe2CH2OH (V), b0.4 105-6¡ã; phenylurethane m. 108-9¡ã. Catalytic hydrogenation of V gave the corresponding saturated alc. b0.8 118-19¡ã, the structure of which was confirmed by comparison with the compound prepared from Et methylmalonate by alkylation with PhCH2CH2Br, reduction to the glycol m. 90-1¡ã, conversion to the bromohydrin and reduction with LiAlH4 to the saturated alc.; 3,5-dinitrobenzoate m. 94-5¡ã. Reduction of trans-II (R = H) with LiAlH4 gave the diol (VI), m. 99-100¡ã, which on treatment with 48% aqueous HBr gave PhCH:CHCMe (CH2Br)CH2OH (VII), converted to V by LiAlH4. Treatment of VII with Ac2O in pyridine gave the monoacetate but with AcOH and AcOK gave the diacetate, saponification of which gave the diol, PhCH:CHCH2CMe(OH)CH2OH which could also be prepared by treatment of VI with cold 3.6N H2SO4. trans-PhCH:CHCH2CMe2CO2Me, m. 103-5¡ã, prepared from PhCH:CHCH2CN by methylation with MeI in the presence of NaNH2 in PhMe and saponification of the intermediate PhCH:CHCMe2CN, was used as an N.M.R. reference. Similarly, PhCH:CHCH2CMe(OH)CO2Me was used and prepared by the action of PhCH:CHMe on Me pyruvate.

Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques published new progress about 15732-75-9. 15732-75-9 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ketone, name is 2-Methylene-4-oxo-4-phenylbutanoic acid, and the molecular formula is C11H10O3, Computed Properties of 15732-75-9.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia