4.8 Article

Regio- and Enantioselective Palladium-Catalyzed Asymmetric Allylation of N-Fluorenyl Trifluoromethyl Imine

Journal

ORGANIC LETTERS
Volume 22, Issue 14, Pages 5479-5485

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01836

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Funding

  1. National Natural Science Foundation [21602144, 81803359, 81573290, U1603123]
  2. Sichuan University

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A palladium-catalyzed asymmetric allylation of N-fluorenyl trifluoromethyl imine with allylic acetates is disclosed. This method provides scalable and efficient access to polysub-stituted chiral alpha-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.

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