Catalytic Asymmetric Synthesis of Trifluoromethylated γ-Amino Acids via Umpolung Addition of Trifluoromethyl Imines to Carboxylic Acid Derivatives

摘要

Enabled by the discovery of novel cinchona alkaloid-derived chiral phase-transfer catalysts, highly chemo-, regio-, diastereo- and enantioselective umpolung additions of trifluoromethyl imines to α, β-unsaturated N-acylpyrroles were realized. With a catalyst loading ranging from 0.2 to 5.0 mol%, this new catalytic asymmetric transformation provides facile and high-yield access to highly enantiomerically enriched chiral trifluoromethylated γ-amino acids and γ-lactams.