1103893-96-4Relevant articles and documents
Silica Gel-mediated Synthesis of β-Enamino Esters and its Application for the Synthesis of Indeno 4-Hydroxypyridin-2(1H)-Ones
Kim, Soong-Hyun,Bae, Seri,Ko, Eun Bi,Park, Ga Young,Lee, Eunhye,Hwang, Hee Jong,Im, Chun Young,Song, Minsoo
, p. 262 - 269 (2019)
The full scope of SiO2-based condensation of aliphatic or aromatic amines and β-keto esters to give β-enamino esters was examined. Functionalized linear β-enamino esters were easily obtained from SiO2-based condensation of β-keto esters and amines only after simple filtration. It was also demonstrated that cyclic β-enamino esters with 99% purity can be prepared in a practically large scale (60 g) without using silica gel column chromatography. The utility of the present method was fortified by the preparation of pharmaceutically useful indeno-4-hydroxypyridin-2(1H)-one analogue 11.
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
supporting information; experimental part, 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.
