Regio- and Enantioselective Palladium-Catalyzed Asymmetric Allylation of <i>N</i>-Fluorenyl Trifluoromethyl Imine
Wei Wang, Qin Xiong, Liang Gong, Yingwei Wang, Jie Liu, Yu Lan, Xia Zhang
Abstract
-fluorenyl trifluoromethyl imine with allylic acetates is disclosed. This method provides scalable and efficient access to polysubstituted chiral α-trifluoromethyl amines bearing two adjacent stereocenters and one allyl group in high yields with excellent regio-, diastereo-, and enantioselectivity. Importantly, this method also provides a powerful strategy for the synthesis of both regioisomeric products and the regioselectivity is controlled by the chiral catalysts and optically active substrates.
Topics & Concepts
ChemistryStereocenterTrifluoromethylImineEnantioselective synthesisRegioselectivityAllylic rearrangementPalladiumCatalysisStereochemistryCombinatorial chemistryOrganic chemistryAlkylFluorine in Organic ChemistryAsymmetric Synthesis and CatalysisCyclopropane Reaction Mechanisms