188488-70-2Relevant academic research and scientific papers
Asymmetric transfer hydrogenations of β-N-substituted enamino esters with ammonia borane
Zhao, Weiwei,Feng, Xiangqing,Yang, Jing,Du, Haifeng
supporting information, p. 1193 - 1196 (2019/04/03)
Optically active β-amino acids and their derivatives are very useful building blocks in synthetic and medicinal chemistry. The catalytic asymmetric reduction of β-enamino esters is one of the most efficient approaches for their synthesis. Ammonia borane w
Solid Supported Chiral N-Picolylimidazolidinones: Recyclable Catalysts for the Enantioselective, Metal- and Hydrogen-Free Reduction of Imines in Batch and in Flow Mode
Porta, Riccardo,Benaglia, Maurizio,Annunziata, Rita,Puglisi, Alessandra,Celentano, Giuseppe
supporting information, p. 2375 - 2382 (2017/07/22)
A new class of solid supported chiral imidazolidinone organocatalysts for the catalytic reduction of imines with trichlorosilane has been developed. Polystyrene proved to be a more effective support than silica in terms of both chemical and stereochemical
New, readily available organocatalysts for the enantioselective reduction of α-imino- and β-imino esters
Bonsignore, Martina,Benaglia, Maurizio,Annunziata, Rita,Celentano, Giuseppe
scheme or table, p. 1085 - 1088 (2011/06/20)
Novel metal-free, readily available chiral catalytic systems for the enantioselective reduction of keto imines are reported. Different β-imino esters were reduced by trichlorosilane in the presence of 10 mol% of a chiral Lewis base easily obtained in one
Highly enantioselective synthesis of β-amino acid derivatives by the lewis base catalyzed hydrosilylation of β-enamino esters
Zheng, Hong-Jie,Chen, Wen-Bing,Wu, Zhi-Jun,Deng, Jin-Gen,Lin, Wen-Qing,Yuan, Wei-Cheng,Zhang, Xiao-Mei
, p. 9864 - 9867 (2009/10/02)
A study was conducted to demonstrate highly enantioselective synthesis of β-amino acid derivatives by the Lewis base catalyzed hydrosilylation of βenamino esters. It was found that these catalyst and its analogue displayed excellent activities and enantioselectivities in promoting hydrosilylation of N-aryl β-enamino esters. N-picolinoylpyrrolidine derivatives and N-picolioylephedrine were also evaluated in hydrosilylation of (Z)-methyl 3-phenyl-3-(phenylamino)acrylate. The generality of the Lewis base organocatalyzed hydrosilylation of various β-enamino esters were examined under the optimized conditions. It was observed that the catalytic system exhibited a high sensitivity to the N-substituents, while all the N-aryl β-enamino esters underwent the hydrosilylation smoothly to give corresponding β-amino esters.
