63096-34-4Relevant articles and documents
Dual pathway for the asymmetric transfer hydrogenation of α-ketoimides to chiral α-hydroxy imides or chiral α-hydroxy esters
Zhao, Qiankun,Zhao, Yuxi,Liao, Hang,Cheng, Tanyu,Liu, Guohua
, p. 412 - 416 (2016/02/05)
In an enantioselective reaction, we expect to obtain two types of chiral products through a controllable strategy in asymmetric catalysis. Herein, we develop Ru-catalysed asymmetric transfer hydrogenation of α-ketoimides to realise an enantioselective construction of chiral α-hydroxy imides or chiral α-hydroxy esters. The transformation of α-ketoimides catalysed by (S,S)-[RuCl(η6-mesitylene)diamine] can afford various chiral α-hydroxy imides with high yields and enantioselectivities, whereas that catalysed by (S,S)-[RuCl(η6-hexamethylbenzene)diamine] gives the desirable chiral α-hydroxy esters through a slight adjustment of the reaction conditions. The method described here is a controllable organic transformation with sodium formate as a hydrogen source under mild reaction conditions, and the benefit of this transformation is that various chiral α-hydroxy imides or α-hydroxy esters can be obtained selectively from α-ketoimides. Selective directive: An enantioselective transformation in the Ru-catalyzed asymmetric transfer hydrogenation of α-ketoimides to chiral α-hydroxy imides or α-hydroxy esters is developed. The transformation of α-ketoimides catalyzed by (S,S)-[RuCl(η6-mesitylene)diamine] can afford various chiral α-hydroxy imides with high yields and enantioselectivities, whereas that catalyzed by (S,S)-[RuCl(η6-hexamethylbenzene)diamine] give desirable chiral α-hydroxy esters through a slight adjustment of reaction conditions.