245058-20-2Relevant academic research and scientific papers
Diastereoselective hydrogenation of (S)-proline-2-methylanilide
Ranade, Vidyadhar S.,Prins, Roel
, p. 479 - 486 (1999)
The diastereoselective hydrogenation of o-toluidine covalently linked to the chiral auxiliary (S)-proline has been studied. The hydrogenation of (S)-proline-2-methylanilide on supported noble metal catalysts yielded both the cis and the trans isomers of (
A New Class of Amide Ligands Enable Cu-Catalyzed Coupling of Sodium Methanesulfinate with (Hetero)aryl Chlorides
Ma, Dawei,Niu, Songtao,Zhao, Jinlong,Jiang, Xi,Jiang, Yongwen,Zhang, Xiaojing,Sun, Tiemin
, p. 1661 - 1664 (2017/10/30)
((2S,4R)-4-Hydroxy-N-(2-methylnaphthalen-1-yl)pyrrolidine-2-carboxamide (HMNPC), an amide derived from 4-hydroxy-L-proline and 2-methyl naphthalen-1-amine, is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing for first time the metal-catalyzed coupling of (hetero)aryl chlorides and NaSO2Me. A considerable number of (hetero)aryl chlorides worked well, providing the pharmaceutically important (hetero)aryl methylsulfones in good to excellent yields.
Screening method for the evaluation of asymmetric catalysts for the reduction of aliphatic ketones
Boukachabia, Mourad,Zeror, Saoussen,Collin, Jacqueline,Fiaud, Jean-Claude,Zouioueche, Louisa Aribi
supporting information; experimental part, p. 1485 - 1489 (2011/05/16)
ATH reductions of aliphatic ketones in water catalyzed by ruthenium coordinated by prolinamide ligands produce alcohols with moderate enantiomeric excesses in most cases. A set of seven aliphatic ketones is proposed for a rapid evaluation of the enantioselectivity of catalysts by one-pot multi-substrates reduction. The screening of a library of prolinamides shows that according to the structure of the ketones different ligands give the best asymmetric inductions.
Design of chiral hydroxyalkyl- and hydroxyarylazolinium salts as new chelating diaminocarbene ligand precursors devoted to asymmetric copper-catalyzed conjugate addition
Rix, Diane,Labat, Stephane,Toupet, Loic,Crevisy, Christophe,Mauduit, Marc
scheme or table, p. 1989 - 1999 (2009/10/30)
The design and the synthesis of a set of new chiral hy- droxyalkyl- and hydroxyaryl-chelating diaminocarbene ligands is reported. Comparative catalytic studies show the importance of the scaffold design around the NHC unit to obtain a high enantiocontrol in Cu-catalyzed asymmetric conjugate addition (ACA). Whereas low selectivities are observed when the stereogenic centre is placed within the N-heterocyclic ring, an interesting match effect can be observed when central chirality is located within both of the two side chains, which enables up to 92 % ee in the catalysis reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.
Catalytic asymmetric cyano-ethoxycarbonylation reaction of aldehydes using a novel C2-symmetric chiral N,N′-dioxide titanium complex
Li, Qinghan,Chang, Lu,Liu, Xiaohua,Feng, Xiaoming
, p. 1675 - 1678 (2008/02/04)
The asymmetric addition of ethyl cyanoformate to a range of aldehydes was efficiently catalyzed by a easily prepared C2-symmetric chiral N,N′-dioxide-Ti(IV) complex in high yields with up to 90% ee under mild conditions. A linear effect between
