Iron-catalyzed Michael reactions revisited: a synthetically useful process for the preparation of tri-carbonyl compounds and chiral warfarin

Autor: Li Li, Chungu Xia, Li-Wen Xu, Zhen-Yu Jiang, Yue-Hua Gao, Guoqiao Lai, Hua-Meng Yang
Rok vydání: 2010
Předmět:
Zdroj: Tetrahedron Letters. 51:3836-3839
ISSN: 0040-4039
Popis: The LBAs (Lewis acid-assisted Bronsted acid catalysis) is proposed as possible mechanistic process in the simple FeCl3-catalyzed Michael reactions of chalcones with active methylene compounds in organic solvents. And iron salts were found to be effective promoters in the asymmetric Michael addition of 4-hydroxycoumarin to α,β-unsaturated ketone, which resulted in excellent yield and high level of enantioselectivity (up to 91% ee) in the presence of low catalytic amount of iron and simple chiral primary amine.
Databáze: OpenAIRE