1353053-24-3Relevant articles and documents
Organocatalytic strategies for the construction of optically active imidazoles, oxazoles, and thiazoles
Albrecht, ?ukasz,Ransborg, Lars Krogager,Albrecht, Anna,Lykke, Lennart,J?rgensen, Karl Anker
experimental part, p. 13240 - 13246 (2012/02/05)
This study demonstrates the first enantioselective synthesis of hydroxyalkyl- and aminoalkyl-substituted imidazoles, oxazoles, and thiazoles. The approach developed utilizes a highly effective one-pot reaction cascade that consists of either an organocatalytic epoxidation or aziridination of α,β-unsaturated aldehydes coupled with a [3+2]-annulation, in which amidines, ureas, or thioureas act as effective 1,3-dinucleophilic species. The methodology described benefits from low catalyst loadings, commercially and readily available starting materials, and mild reaction conditions.