862789-34-2Relevant academic research and scientific papers
Designer chiral quaternary ammonium bifluorides as an efficient catalyst for asymmetric nitroaldol reaction of silyl nitronates with aromatic aldehydes
Ooi, Takashi,Doda, Kanae,Maruoka, Keiji
, p. 2054 - 2055 (2003)
Designer chiral quaternary ammonium bifluoride 1 has been prepared, and both its catalytic and its chiral efficiency have been clearly demonstrated by achieving the first catalytic asymmetric nitroaldol reaction of silyl nitronate with aldehydes. For inst
Synthesis of chiral salan ligands with bulky substituents and their application in Cu-catalyzed asymmetric Henry reaction
He, Jianghao,Mu, Ying,Wang, Zhou
, (2020/10/09)
Several new chiral N,N’-dimethylated salan ligands with bulky substituents were synthesized and their in-situ generated Cu(II) complexes were evaluated in the asymmetric Henry reaction. Substituents on the aryloxide moieties of these ligands were found to
A new type of L-Tertiary leucine-derived ligand: Synthesis and application in Cu(II)-catalyzed asymmetric Henry reactions
Cai, Zedong,Lan, Ting,Ma, Pengfei,Zhang, Jingfang,Yang, Qingqing,He, Wei
supporting information, (2019/08/08)
A new series of Schiff bases derived from amino acids were developed as chiral ligands for Cu(II)-catalyzed asymmetric Henry reactions. The optimum ligand 7d exhibited outstanding catalytic efficiency in the Cu(II)-catalyzed asymmetric Henry additions of four nitroalkanes to different kinds of aldehydes to produce 76 desired adducts in high yields (up to 96%) with excellent enantioselectivities, up to 99% enantiomeric excess (ee).
D-Mannitol-derived novel chiral thioureas: Synthesis and application in asymmetric Henry reactions
Liu, Miaoxi,Ji, Nan,Wang, Li,Liu, Peng,He, Wei
, p. 999 - 1004 (2018/02/23)
Five novel thioureas have been obtained through multi-step reactions from D-Mannitol as starting material and applied as catalysts in the asymmetric Henry reaction. Using catalyst 7a, (1S,2R)-2-nitro-1-phenylpropan-1-ol containing two chiral centers was o
Asymmetric Henry reaction catalyzed by chiral Cu(II) salalen and salan complexes derived from (S)-proline
Dixit, Ashish,Kumar, Pramod,Yadav, Geeta Devi,Singh, Surendra
, p. 240 - 246 (2018/05/22)
Single chiral center C1 symmetric salalen and salan ligands were synthesized from (S)-proline and their Cu(II) complexes were used as catalysts for the asymmetric Henry reaction between aromatic aldehydes and nitromethane/nitroethane. The react
Stereoselective Catalytic Synthesis of Active Pharmaceutical Ingredients in Homemade 3D-Printed Mesoreactors
Rossi, Sergio,Porta, Riccardo,Brenna, Davide,Puglisi, Alessandra,Benaglia, Maurizio
, p. 4290 - 4294 (2017/04/03)
3D-printed flow reactors were designed, fabricated from different materials (PLA, HIPS, nylon), and used for a catalytic stereoselective Henry reaction. The use of readily prepared and tunable 3D-printed reactors enabled the rapid screening of devices with different sizes, shapes, and channel dimensions, aimed at the identification of the best-performing reactor setup. The optimized process afforded the products in high yields, moderate diastereoselectivity, and up to 90 % ee. The method was applied to the continuous-flow synthesis of biologically active chiral 1,2-amino alcohols (norephedrine, metaraminol, and methoxamine) through a two-step sequence combining the nitroaldol reaction with a hydrogenation. To highlight potential industrial applications of this method, a multistep continuous synthesis of norephedrine has been realized. The product was isolated without any intermediate purifications or solvent switches.
Preparation of Nd/Na heterogeneous catalyst from bench-stable and inexpensive Nd salt for an anti-selective catalytic asymmetric nitroaldol reaction
Nonoyama, Akihito,Hashimoto, Kazuki,Saito, Akira,Kumagai, Naoya,Shibasaki, Masakatsu
supporting information, p. 1815 - 1819 (2016/04/05)
A Nd/Na heterobimetallic complex prepared from an amide-based chiral ligand, Nd alkoxide, and NaHMDS is a highly efficient heterogeneous catalyst for an anti-selective catalytic asymmetric nitroaldol reaction. Nd alkoxide is sensitive to moisture, expensi
Anti-Selective Asymmetric Henry Reaction Catalyzed by a Heterobimetallic Cu-Sm-Aminophenol Sulfonamide Complex
Li, Yang,Deng, Ping,Zeng, Youmao,Xiong, Yan,Zhou, Hui
supporting information, p. 1578 - 1581 (2016/05/02)
A novel heterobimetallic Cu/Sm/aminophenol sulfonamide complex has been developed by a convenient one-pot method for the anti-selective asymmetric Henry reaction. The corresponding anti-β-nitro alcohols are obtained in up to 99% yield, >30:1 dr, and 98% ee. The results of control experiments and ESI-MS analysis of the complex indicate that the monomeric bimetallic Cu/Sm/1 complex would be the active species.
Recyclable Enantioselective Catalysts Based on Copper(II) Complexes of 2-(Pyridine-2-yl)imidazolidine-4-thione: Their Application in Asymmetric Henry Reactions
Nováková, Gabriela,Drabina, Pavel,Frumarová, Bo?ena,Sedlák, Milo?
, p. 2541 - 2552 (2016/08/16)
This paper describes the preparation of enantioselective catalysts based on derivatives of imidazolidine-4-thione and their subsequent anchoring by means of a sulfur atom on a polymeric carrier. First, we verified the catalytic activity and enantioselecti
The synthesis, structure, topology and catalytic application of a novel cubane-based copper(ii) metal-organic framework derived from a flexible amido tripodal acid
Karmakar, Anirban,Oliver, Clive L.,Roy, Somnath,?hrstr?m, Lars
, p. 10156 - 10165 (2015/06/08)
A novel chiral metal-organic framework, [Cu4(HL)2(H2O)4(MeO)4]n (1), has been successfully synthesized from a tripodal flexible ligand (2S,2′S,2"S)-2,2′,2"-(benzenetricarbonyltris(azanediyl
