The Long-Arm Effect: Influence of Axially Chiral Phosphoramidite Ligands on the Diastereo- and Enantioselectivity of the Tandem 1,4-Addition/Fluorination


  • This work was supported financially by the NSFC (No. 20972110 and 21002068). We also thank Dr. Dominique Cahard (CNRS & Université et INSA de Rouen, France) for helpful discussions and suggestions.


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Long arm of the law: The long-armed phosphoramidite 1 was used as a catalyst for the title reaction of acyclic alkylidene β-ketoesters with dialkylzinc and fluorinating reagents. The products, containing adjacent carbon- and fluorine-substituted stereocenters, are obtained in high yield as well as diastereo- and enantioselectivity. NSFI=N-fluorobenzenesulfonimide.