Fluorinated Aromatic Ketones as Nucleophiles

in the Asymmetric Organocatalytic Formation of C-C and C-N Bonds: A Facile Route to the Construction of Fluorinated Quaternary Stereogenic Centers

Yujun Zhao, Yuanhang Pan, Hongjun Liu, Yuanyong Yang, Prof. Dr. Zhiyong Jiang and Prof. Dr. Choon‐Hong Tan

Chemistry - An European Journal, 2011, 17, 3571–3574.

Abstract: Highly enantioselective Mannich and α‐amination reactions have been successfully developed using α‐fluorinated aromatic ketones as fluorocarbon nucleophiles in the presence of a bicyclic chiral guanidine (see scheme; Ms=methanesulfonyl). This method is a simple and efficient approach to the construction of fluorinated quaternary stereogenic centers.

Paper download: https://doi.org/10.1002/chem.201003761