281670-47-1Relevant academic research and scientific papers
Probing the Effects of Heterocyclic Functionality in [(Benzene)Ru(TsDPENR)Cl] Catalysts for Asymmetric Transfer Hydrogenation
Barrios-Rivera, Jonathan,Xu, Yingjian,Wills, Martin
supporting information, p. 7223 - 7227 (2019/10/08)
A range of TsDPEN catalysts containing heterocyclic groups on the amine nitrogen atom were prepared and evaluated in the asymmetric transfer hydrogenation of ketones. Bidentate and tridentate ligands demonstrated a mutual exclusivity directly related to their function as catalysts. A broad series of ketones were reduced with these new catalysts, permitting the ready identification of an optimal catalyst for each substrate and revealing the subtle effects that changes to nearby donor groups can exhibit.
AMIDO THIADIAZOLE DERIVATIVES AS NADPH OXIDASE INHIBITORS
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Page/Page column 78, (2016/07/05)
The present invention is related to amino thiazole derivatives of Formula (I), pharmaceutical composition thereof and to their use for the treatment and/or prophylaxis of disorders or conditions related to Nicotinamide adenine dinucleotide phosphate oxidase (NADPH Oxidase).
Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments
Haftchenary, Sina,Nelson, Shawn D.,Furst, Laura,Dandapani, Sivaraman,Ferrara, Steven J.,Bo?kovi?, ?arko V.,Figueroa Lazú, Samuel,Guerrero, Adrian M.,Serrano, Juan C.,Crews, Demarcus K.,Brackeen, Cristina,Mowat, Jeffrey,Brumby, Thomas,Bauser, Marcus,Schreiber, Stuart L.,Phillips, Andrew J.
supporting information, p. 569 - 574 (2016/10/06)
Efficient syntheses of chiral fragments derived from chiral amino alcohols are described. Several unique scaffolds were readily accessed in 1-5 synthetic steps leading to 45 chiral fragments, including oxazolidinones, morpholinones, lactams, and sultams. These fragments have molecular weights ranging from 100 to 255 Da and are soluble in water (0.085 to >15 mM).
Kinetic resolution of racemic amino alcohols through intermolecular acetalization catalyzed by a chiral Bronsted acid
Yamanaka, Takuto,Kondoh, Azusa,Terada, Masahiro
, p. 1048 - 1051 (2015/02/19)
The kinetic resolution of racemic secondary alcohols is a fundamental method for obtaining enantiomerically enriched alcohols. Compared to esterification, which is a well-established method for this purpose, kinetic resolution through enantioselective intermolecular acetalization has not been reported to date despite the fact that the formation of acetals is widely adopted to protect hydroxy groups. By taking advantage of the thermodynamics of acetalization by the addition of alcohols to enol ethers, a highly efficient kinetic resolution of racemic amino alcohols was achieved for the first time and in a practical manner using a chiral phosphoric acid catalyst.
Asymmetric oxidations of electron-poor alkenes promoted by the β-amino alcohol/TBHP system
Russo, Alessio,Lattanzi, Alessandra
scheme or table, p. 1551 - 1556 (2009/12/06)
The asymmetric oxyfunctionalization of alkenes is a fundamental process in synthetic organic chemistry. In this contribution, we review our findings on the enantioselective organocatalyzed oxidation of electron-poor alkenes. Readily or commercially available β-amino alcohols displayed catalytic activity in the asymmetric epoxidation of α,β-enones and β-peroxidation of nitroalkenes with tert-butyl hydroperoxide (TBHP) as the oxidant. The corresponding epoxides and peroxides were isolated in good to high yield and enantioselectivity. Georg Thieme Verlag Stuttgart.
Highly efficient recyclable CoIII-salen complexes in the catalyzed asymmetric aminolytic kinetic resolution of aryloxy/terminal epoxides for the simultaneous production of N-protected 1,2-amino alcohols and the corresponding epoxides in high op
Kureshy, Rukhsana I.,Prathap, K. Jeya,Agrawal, Santosh,Kumar, Manish,Khan, Noor-Ul H.,Abdi, Sayed H. R.,Bajaj, Hari C.
supporting information; experimental part, p. 2863 - 2871 (2009/09/29)
Chiral CoIII-salen complexes 1-6 bearing different substituents at the 3,3′- and 5,5′-positions of the salen unit, namely H, tBu, morpholmomethyl, and piperidinomethyl, have been synthesized. These complexes were used as catalysts in an environ
Catalytic asymmetric β-peroxidation of nitroalkenes
Russo, Alessio,Lattanzi, Alessandra
supporting information; experimental part, p. 1991 - 1995 (2009/08/07)
The first example of an asymmetric β-peroxidation of nitroalkenes is disclosed. The reaction is promoted by catalytic loadings of a commercially available diaryl-2-pyrrolidinemethanol derivative and tert-butyl hydroperoxide as the oxidant. A synthetically useful class of peroxides is obtained in good yield and enantioselectivity (up to 84% ee).
Enantioselective synthesis of O-methoxycarbonyl cyanohydrins: Chiral building blocks generated by bifunctional catalysis with BINOLAM-AlCl
Baeza, Alejandro,Casas, Jesús,Nájera, Carmen,Sansano, José M.,Saá, José M.
, p. 1949 - 1958 (2007/10/03)
(R)- or (S)-BINOLAM-AlCl, generated in situ, work as bifunctional catalysts in promoting the enantioselective cyanoalkoxycarbonylation of aldehydes. The reaction is wide in scope and the mechanistic evidence gathered suggests the intervention of an indirect process involving enantioselective hydrocyanation by HCN, followed by O-alkoxycarbonylation. The resultant O-alkoxycarbonyl cyanohydrins are shown to be important chiral building blocks for synthesis. Chemoselective hydrolysis can thus be directed either to provide enantioenriched β-hydroxy esters, or acids, or instead to give O-methoxycarbonyl β-hydroxy acids, esters, or amides. In addition, the enantiopure cyanocarbonates can be converted into β-amino alcohols by reduction with lithiumaluminium hydride. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Synthetic applicability and in situ recycling of a B-methoxy oxazaborolidine catalyst derived from cis-1-amino-indan-2-ol
Gilmore, Nathan J.,Jones, Simon,Muldowney, Mark P.
, p. 2805 - 2808 (2007/10/03)
A procedure is described that greatly simplifies the use of an oxazaborolidine catalyst derived from (1R,2S) cis-1-amino-indan-2-ol. This B-OMe catalyst has been employed in the asymmetric reduction of a number of structurally diverse prochiral ketones, in particular the reduction of α-amino acetophenone and its derivatives. A method for reducing the effective catalyst loading by "in situ recycling" is also presented.
