Tag: 420.9743

Interfacial adsorption and micellization behaviour of alkaloid based chiral compounds in aqueous medium was written by Maiti, Kajari;Prasad, Madhumita;Chatterjee, Amrita;Bhattacharya, P. K.;Moulik, S. P.. And the article was included in Journal of Surface Science and Technology in 2004.Application In Synthesis of (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride This article mentions the following:

Chiral compounds I, II, III and IV were synthesized and characterized. Their interfacial (at air/solution interface) adsorption and self-association in aqueous medium were studied by tensiometric, conductometric and spectrophotometric methods. The compounds formed micelles in solution with low CMC values. The results were analyzed and thermodn. of the micellization of the chiral compounds and their adsorption at the air/solution interface were evaluated and discussed. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Application In Synthesis of (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated.Application In Synthesis of (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Enantioselective synthesis of ammonium cations was written by Walsh, Mark P.;Phelps, Joseph M.;Lennon, Marc E.;Yufit, Dmitry S.;Kitching, Matthew O.. And the article was included in Nature (London, United Kingdom) in 2021.Reference of 69221-14-3 This article mentions the following:

Here showed that control of the chirality of ammonium cations was easily achieved through a supramol. recognition process. By combining enantioselective ammonium recognition mediated by 1,1′-bi-2-naphthol scaffolds with conditions that allow the nitrogen stereocentre to racemize, chiral ammonium cations could be produced in excellent yields and selectivities. Mechanistic investigations demonstrate that, through a combination of solution and solid-phase recognition, a thermodynamically driven adductive crystallization process was responsible for the observed selectivity. Distinct from processes based on dynamic and kinetic resolution, which were under kinetic control, this allows for increased selectivity over time by a self-corrective process. The importance of nitrogen stereocentres could be revealed through a stereoselective supramol. recognition, which was not possible with naturally occurring pseudoenantiomeric Cinchona alkaloids. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Reference of 69221-14-3).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine exists in a number of naturally occurring compounds, biologically active agents, and privileged catalysts and ligands for asymmetric catalysis. As a ligand, quinuclidine is useful in the studies of OsO4-catalyzed dihydroxylation of olefins. It plays an important role in the formation of onium salts used testing of PAC-antagonist activity.Reference of 69221-14-3

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Highly enantioselective monofluoromethylation of C2-arylindoles using FBSM under chiral phase-transfer catalysis was written by Matsuzaki, Kohei;Furukawa, Tatsuya;Tokunaga, Etsuko;Matsumoto, Takashi;Shiro, Motoo;Shibata, Norio. And the article was included in Organic Letters in 2013.Reference of 69221-14-3 This article mentions the following:

The highly enantioselective addition of 1-fluoro-1,1-bis(phenylsulfonyl)methane (FBSM) to vinylogous imines generated in situ from 2-aryl-3-(1-arylsulfonylmethyl)indoles was achieved using chiral ammonium salts derived from cinchona alkaloids. One-pot conversion from 2-arylindoles e. g., I with FBSM was also adaptable under the same reaction conditions. The key for this transformation is the effective use of the arylsulfonyl group. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Reference of 69221-14-3).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. The development of synthetic approaches for efficient construction of novel quinuclidine derivatives is of great significance. Carbamoyl boranes are generally prepared as adducts with tertiary amines, such as trialkyl amines, pyridine, or quinuclidine, via two synthetic approaches based either on amidation of amine-carboxyborane adducts or on hydrolysis of amine-cyanoboranes.Reference of 69221-14-3

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

A remarkably efficient phase-transfer catalyzed amination of 伪-bromo-伪, 尾-unsaturated ketones in water was written by Mekonnen, Alemayehu;Tesfaye, Alemu. And the article was included in Heteroatom Chemistry in 2021.Formula: C26H29ClN2O This article mentions the following:

Tandem conjugate addition-alkylation reaction of various amines with 伪-bromo-伪, 尾-unsaturated ketones resulted in near-quant. conversions into the corresponding aziridines when the reaction was carried out in the presence of 10 mol% of phase-transfer, PT catalysts in water. Some chiral quaternary ammonium salts derived from Cinchona alkaloids were investigated as water-stable PT catalysts. The scope and limitations of the reaction have also been investigated. The catalytic performances were significantly improved in comparison with the corresponding ordinary quaternary ammonium salt catalysts, and excellent yields (81%-96%) were obtained. Although an increase in the rate of aziridination has been accomplished, no stereoselectivity was observed The pos. values of the protocol have been confirmed. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Formula: C26H29ClN2O).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives.The reactions of quinuclidine compounds that lead to opening of the 1-azabi-cyclic system at the N-C and C-C bonds to give piperidine derivatives or, via subsequent rearrangements, derivatives of other heterocyclic systems, are correlated. Processes involving the fragmentation of quinuclidines in chemical reactions and under electron impact and reactions involving expansion of the quinuclidine ring and intermediate cleavage of the bicyclic system are examined.聽 Asymmetric construction of quinuclidine derivatives has been realized by an iridium-catalyzed allylic dearomatization reaction. The catalytic system, derived from [Ir(cod)Cl]2 and the Feringa ligand, tolerates a broad range of substrates. A large array of quinuclidine derivatives can be obtained under mild conditions in good to excellent yields (68%鈥?6%), diastereoselectivity (up to >20/1 dr), and enantioselectivity (up to >99% ee).Formula: C26H29ClN2O

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

New method and reagents in organic synthesis. 75. Asymmetric synthesis of 伪-hydroxy ketones using chiral phase transfer catalysts was written by Masui, Moriyasu;Ando, Akira;Shioiri, Takayuki. And the article was included in Tetrahedron Letters in 1988.HPLC of Formula: 69221-14-3 This article mentions the following:

Optically active 伪-hydroxy ketones are obtained by oxidation of achiral ketones with mol. O in a 2 phase system using chiral phase transfer catalysts. Thus, hydroxylation of tetralones I (R = H, R¹ = Me, Et) in the presence of cinchonine derivative II gave hydroxy derivatives (S)-I (R = OH, R¹ = Me, Et) in 95-98% yields and 70-72% enantiomeric excess. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3HPLC of Formula: 69221-14-3).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. It is employed to prepare quinine and alkaloids. Asymmetric construction of quinuclidine derivatives has been realized by an iridium-catalyzed allylic dearomatization reaction. The catalytic system, derived from [Ir(cod)Cl]2 and the Feringa ligand, tolerates a broad range of substrates. A large array of quinuclidine derivatives can be obtained under mild conditions in good to excellent yields (68%鈥?6%), diastereoselectivity (up to >20/1 dr), and enantioselectivity (up to >99% ee).HPLC of Formula: 69221-14-3

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Stereoselective synthesis of epoxyisoprostanes: an organocatalytic and “pot-economy” approach was written by Weng, Jiang;Wang, Sheng;Huang, Lin-Jie;Luo, Zhang-Yi;Lu, Gui. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2015.Electric Literature of C26H29ClN2O This article mentions the following:

An efficient and direct synthetic route to epoxyisoprostane EC Me ester (I) has been accomplished in 8 steps (10% overall yield) from readily available starting materials using a series of asym. organocatalytic reactions and one-pot operations. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Electric Literature of C26H29ClN2O).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine derivatives are also widely utilized as homogeneous or heterogeneous catalysts in various asymmetric processes such as Morita鈥揃aylis鈥揌illman reactions, Sharpless dihydroxylation reactions, and phase-transfer catalytic reactions. As a ligand, quinuclidine is useful in the studies of OsO4-catalyzed dihydroxylation of olefins. It plays an important role in the formation of onium salts used testing of PAC-antagonist activity.Electric Literature of C26H29ClN2O

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Cation-Directed Enantioselective N-Functionalization of Pyrroles was written by Armstrong, Roly J.;D’Ascenzio, Melissa;Smith, Martin D.. And the article was included in Synlett in 2016.Reference of 69221-14-3 This article mentions the following:

A catalytic enantioselective N-functionalization of pyrroles has been developed. Imines formed in situ via condensation underwent cation-directed cyclization with complete N-regioselectivity. The cyclized products were obtained with enantiomeric ratios up to 96:4 for aldimine substrates and up to 99:1 for trifluoromethyl ketimines. The reaction proceeds without an acidifying group on the pyrrole and offers a new approach to the generation of chiral nonracemic aminals. In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Reference of 69221-14-3).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. As a ligand, quinuclidine is useful in the studies of OsO4-catalyzed dihydroxylation of olefins. It plays an important role in the formation of onium salts used testing of PAC-antagonist activity.Reference of 69221-14-3

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

A systematic study on the use of different organocatalytic activation modes for asymmetric conjugated addition reactions of isoindolinones was written by Scorzelli, Francesco;Di Mola, Antonia;De Piano, Francesco;Tedesco, Consiglia;Palombi, Laura;Filosa, Rosanna;Waser, Mario;Massa, Antonio. And the article was included in Tetrahedron in 2017.Formula: C26H29ClN2O This article mentions the following:

The authors describe a series of new asym. Michael reactions of 3-carboxylate-substituted isoindolinones used as nucleophiles in the synthesis of valuable chiral tetrasubstituted derivatives It has been shown that the reactivity and enantioselectivity strongly depend on the substitution pattern of the isoindolinone, requiring either cinchona-alkaloid based phase transfer catalysts or bifunctional tertiary amines organocatalysts. Moreover, prolinol-TMS ether-based secondary amine catalysts permitted the development of Michael/cyclization tandem reaction with cinnamaldehyde for the synthesis of aza-polycyclic derivatives In the experiment, the researchers used many compounds, for example, (1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3Formula: C26H29ClN2O).

(1S,2R,4S,5R)-1-Benzyl-2-(hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride (cas: 69221-14-3) belongs to quinuclidine derivatives. Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. It is employed to prepare quinine and alkaloids. Quinuclidine derivatives can also be formed conveniently by introducing substituents into the quinuclidine ring, but the scope of this method is rather limited by the available source of starting materials.Formula: C26H29ClN2O

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider