76325-79-6Relevant academic research and scientific papers
New Mesoporous silica-supported organocatalysts based on (2S)-(1,2,4-Triazol-3-yl)-Proline: Efficient, reusable, and heterogeneous catalysts for the asymmetric aldol reaction
Juaristi, Eusebio,Romero-Sedglach, Kevin A.,Sánchez-Antonio, Omar,Vázquez-Orta, Erika C.
, (2020/10/18)
Novel organocatalytic systems based on the recently developed (S)-proline derivative (2S)-[5-(benzylthio)-4-phenyl-(1,2,4-triazol)-3-yl]-pyrrolidine supported on mesoporous silica were prepared and their efficiency was assessed in the asymmetric aldol rea
Development of C2-Symmetric Chiral Bifunctional Triamines: Synthesis and Application in Asymmetric Organocatalysis
Ca?ellas, Santiago,Alonso, Pedro,Pericàs, Miquel à.
supporting information, p. 4806 - 4810 (2018/08/24)
The synthesis and application of a newly designed C2-symmetric chiral bifunctional triamine family (C2-CBT) is reported. These enantiopure chiral triamine scaffolds can be accessed in multigram amounts from simple amino acids while avoiding chromatographic purification. As a proof of principle, C2-CBT has been studied in the aldol reaction of cyclic ketones with isatins, with the target tertiary alcohols being formed in a highly efficient manner. Catalyst recovery by simple extraction techniques and subsequent reuse has been performed.
(R)- and (S)-Proline-Derived Chiral Phosphoramides as Organo catalysts for the Enantiodivergent Aldol Reaction of Isatins with Cyclohexanone in the Presence of Water
Cruz-Hernández, Carlos,Hernández-González, Perla E.,Juaristi, Eusebio
supporting information, p. 1827 - 1840 (2018/02/14)
Novel organocatalysts derived from (R)- and (S)-proline and incorporating a chiral phosphoramide fragment were rationally designed and subsequently synthesized. These chiral compounds catalyze the enantioselective aldol addition reaction of cyclohexanone
2-Azanorbornane-based amine organocatalyst for enantioselective aldol reaction of isatins with ketones
Ogasawara, Ayumi,Subba Reddy,Seki, Chigusa,Okuyama, Yuko,Uwai, Koji,Tokiwa, Michio,Takeshita, Mitsuhiro,Nakano, Hiroto
, p. 1062 - 1068 (2016/10/11)
Optically active 2-azanorbornane-based organocatalysts were designed and synthesized, and the catalytic activity of these catalysts in enantioselective aldol reactions of isatins with ketones was investigated. Among these catalysts, 2-azanorbornylmethanol
Simple Primary Amino Amide Organocatalyst for Enantioselective Aldol Reactions of Isatins with Ketones
Kimura, Jo,Subba Reddy, Ummareddy Venkata,Kohari, Yoshihito,Seki, Chigusa,Mawatari, Yasuteru,Uwai, Koji,Okuyama, Yuko,Kwon, Eunsang,Tokiwa, Michio,Takeshita, Mitsuhiro,Iwasa, Tatsuo,Nakano, Hiroto
, p. 3748 - 3756 (2016/08/16)
Enantioselective aldol reactions of various isatins with ketones using newly designed amino amide organocatalysts were found to provide chiral 3-substituted 3-hydroxy-2-oxindoles in good to excellent yields and with excellent stereoselectivities (up to 99 %, up to 98 % ee, syn/anti = 99:1); one catalyst, 3i, proved particularly successful. One of the resulting oxindoles, 3-hydroxy-3-(2-oxocyclohexyl)-2-indolinone may serve as a synthetic intermediate for pharmaceutically important compounds and, in its own right, shows interesting anticonvulsant activities.
Enzymatic enantioselective aldol reactions of isatin derivatives with cyclic ketones under solvent-free conditions
Liu, Zhi-Qiang,Xiang, Zi-Wei,Shen, Zhou,Wu, Qi,Lin, Xian-Fu
, p. 156 - 160 (2014/05/06)
Nuclease p1 from Penicillium citrinum was observed to directly catalyze the asymmetric aldol reactions between isatin derivatives and cyclic ketones with high isolated yields (up to 95%) and moderate to good stereoselectivity (dr up to >99/1, ee up to 82%
In situ formed bifunctional primary amine-imine catalyst: Application to the construction of chiral tertiary alcohols through asymmetric aldol-type reaction
Mao, Zhijie,Zhu, Xi,Lin, Aijun,Li, Weipeng,Shi, Yan,Mao, Haibin,Zhu, Chengjian,Cheng, Yixiang
supporting information, p. 2029 - 2036 (2013/08/23)
An in situ formation method to obtain chiral bifunctional primary amine-imine catalysts from the C2-symmetric chiral diimines has been developed. The efficiency of this method in the construction of chiral tertiary alcohols which are valuable p
Highly diastereo- and enantioselective direct aldol reaction under solvent-free conditions
Zhang, Furen,Li, Chunmei,Qi, Chenze
, p. 380 - 388 (2013/06/27)
An efficient, solvent-free protocol for the asymmetric aldol reaction between aldehydes and ketones using prolinamides 1-4 as organocatalysts is reported. Catalysts 2-4, in the presence of TFA (the ratio of catalyst and TFA = 1/1.5), proved to be excellen
