622853-80-9Relevant academic research and scientific papers
Catalytic asymmetric protonation of fluoro-enolic species: Access to optically active 2-fluoro-1-tetralone
Baur, Markus A.,Riahi, Abdelkhalek,Henin, Francoise,Muzart, Jacques
, p. 2755 - 2761 (2003)
Three racemic α-fluorinated benzyl β-ketoesters have been synthesized by electrophilic fluorination with Selectfluor. They were submitted to our well established palladium-mediated cascade reaction (deprotection, decarboxylation and protonation of the resulting enolic species) producing optically active α-fluoro ketones. With benzyl 2-fluoro-1-tetralone-2-carboxylate as substrate, (S)-(-)-2-fluoro-1-tetralone with up to 65% enantiomeric excess was obtained using quinine as the chiral base and Pd/C type 807104 from Merck as the heterogeneous catalyst.
Enantioselective fluorination of β-ketoesters catalysed by complexes of new mono-oxazoline ligands
Niu, Teng,Han, Xiping,Huang, Danfeng,Wang, Ke-Hu,Su, Yingpeng,Hu, Yulai,Fu, Ying
supporting information, p. 6 - 11 (2015/03/31)
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.
