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

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2018)

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摘要
Novel cinchona alkaloid derived chiral phase-transfer catalysts enabled the highly chemo-, regio-, diastereo-, and enantioselective umpolung addition of trifluoromethyl imines to ,-unsaturated N-acyl pyrroles. With a catalyst loading ranging from 0.2 to 5.0 mol%, this new catalytic asymmetric transformation provides facile and high-yielding access to highly enantiomerically enriched chiral trifluoromethylated gamma-amino acids and gamma-lactams.
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关键词
amino acids,asymmetric catalysis,C-C bond formation,phase-transfer catalysis,umpolung
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