3005-61-6Relevant articles and documents
Part III. COD versus NBD precatalysts. Dramatic difference in the asymmetric hydrogenation of prochiral olefins with five-membered diphosphine Rh-hydrogenation catalysts
Drexler, Hans-Joachim,Baumann, Wolfgang,Spannenberg, Anke,Fischer, Christine,Heller, Detlef
, p. 89 - 102 (2001)
Induction periods in the asymmetric hydrogenation of prochiral olefins with five-membered chelates of the type [Rh(PP)(diolefin)]BF4 originate from the parallel-running hydrogenation of the prochiral substrate and the diolefin that enters the s
Insights into Fast Amide Couplings in Aqueous Nanomicelles
Sharma, Sudripet,Kaur, Gaganpreet,Handa, Sachin
supporting information, p. 1960 - 1965 (2021/08/03)
1-Ethyl-3-(3-(dimethylamino)propyl)-carbodiimide (EDC?HCl) has both lipophilic and hydrophilic regions, causing self-aggregation (also called nanoparticle formation) in an aqueous medium containing PS-750-M amphiphile. Kinetic and proton nuclear magnetic resonance studies were used to probe the effect of different organic bases on the potential nanoparticle formation of EDC?HCl. It also reveals why the pyridine base works better under micellar conditions. The methodology was examined on the multigram scale synthesis of bioactive molecules, where excellent reaction yields were obtained without product epimerization while maintaining a shorter reaction time.
Nickel-Catalyzed Asymmetric Hydrogenation of 2-Amidoacrylates
Chen, Jianzhong,Gridnev, Ilya D.,Hu, Yawen,Li, Bowen,Zhang, Wanbin,Zhang, Zhenfeng
, p. 5371 - 5375 (2020/02/15)
Earth-abundant nickel, coordinated with a suitable chiral bisphosphine ligand, was found to be an efficient catalyst for the asymmetric hydrogenation of 2-amidoacrylates, affording the chiral α-amino acid esters in quantitative yields and excellent enantioselectivity (up to 96 % ee). The active catalyst component was studied by NMR and HRMS, which helped us to realize high catalytic efficiency on a gram scale with a low catalyst loading (S/C=2000). The hydrogenated products could be simply converted into chiral α-amino acids, β-amino alcohols, and their bioactive derivatives. Furthermore, the catalytic mechanism was investigated using deuterium-labeling experiments and computational calculations.