Enantioselective fluorination of β-ketoesters catalysed by complexes of new mono-oxazoline ligands

• A new kind of mono-oxazoline ligands was prepared.
• The ligands combined diaryl methyl units and chiral oxazoline ring together.
• Pyridine ring was used as the linker of the two units.
• The ligands were applied in the enantioselective electrophilic fluorination of β-ketoesters.
• Moderate ee values were obtained.

A new kind of mono-oxazoline ligands which combined diaryl methyl units and chiral oxazoline units together using pyridine as linker was prepared. Their applications in enantioselective electrophilic fluorination of β-ketoesters by NFSI were investigated, and the corresponding products were obtained in excellent yield (up to 90%) and good enantioselectivity (78%) in CH2Cl2 at −60 °C.

Enantioselective electrophilic fluorination of β-ketoesters by NFSI was investigated by using new kind of chiral mono-oxazoline ligands (L1–L6), and moderate to good ee value were obtained.Figure optionsDownload as PowerPoint slide