1233735-48-2Relevant articles and documents
Catalytic Enantioselective Oxidative Homocoupling of 2-Acyl Imidazoles
Demirel, Nemrud,Qin, Jie,Ivlev, Sergei I.,Harms, Klaus,Meggers, Eric
, p. 4695 - 4700 (2021)
A diastereoselective and enantioselective construction of 2,3-disubstituted 1,4-dicarbonyl compounds is reported. Nishiyama's RuPhebox complex (2.0 mol% catalyst loading) serves as a chiral Lewis acid catalyst in conjunction with BrCCl3 and a base for the oxidative homocoupling of 2-acyl imidazoles via the stereocontrolled reaction of intermediate Ru enolates with in situ brominated 2-acyl imidazoles. Cleavage of the achiral imidazole auxiliary provides optically active 2,3-disubstituted succinic acids which are useful intermediates in the synthesis of chiral compounds like the natural product class of lignans. (Figure presented.).
Catalytic Enantioselective α-Fluorination of 2-Acyl Imidazoles via Iridium Complexes
Xu, Guo-Qiang,Liang, Hui,Fang, Jie,Jia, Zhi-Long,Chen, Jian-Qiang,Xu, Peng-Fei
supporting information, p. 3355 - 3358 (2016/12/09)
The first highly enantioselective α-fluorination of 2-acyl imidazoles utilizing iridium catalysis has been accomplished. This transformation features mild conditions and a remarkably broad substrate scope, providing an efficient and highly enantioselective approach to obtain a wide range of fluorine-containing 2-acyl imidazoles which are found in a variety of bioactive compounds and prodrugs. A large scale synthesis has also been tested to demonstrate the potential utility of this fluorination method.
Enantioselective, catalytic trichloromethylation through visible-light-activated photoredox catalysis with a chiral iridium complex
Huo, Haohua,Wang, Chuanyong,Harms, Klaus,Meggers, Eric
supporting information, p. 9551 - 9554 (2015/08/18)
An enantioselective, catalytic trichloromethylation of 2-acyl imidazoles and 2-acylpyridines is reported. Several products are formed with enantiomeric excess of ≥99%. In this system, a chiral iridium complex serves a dual function, as a catalytically active chiral Lewis acid and simultaneously as a precursor for an in situ assembled visible-light-triggered photoredox catalyst.