Asymmetric copper-catalyzed fluorination of cyclic β-keto esters in a continuous-flow microreactor†
Yi-Feng Wang,Zhen-Hui Jiang,Ming-Ming Chu,Suo-Suo Qi,Hao Yin,Hong-Te Han,Dan-Qian Xu
Organic & Biomolecular Chemistry Pub Date : 06/16/2020 00:00:00 , DOI:10.1039/D0OB00588F
Abstract

A highly enantioselective homogeneous fluorination of cyclic β-keto esters catalyzed by diphenylamine linked bis(oxazoline)–Cu(OTf)2 complexes has been established in a continuous flow microreactor. The microreactor allowed an efficient transformation with reaction times ranging from 0.5 to 20 min, and the desired products were afforded in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee) at a low catalyst loading of 1 mol%.

Graphical abstract: Asymmetric copper-catalyzed fluorination of cyclic β-keto esters in a continuous-flow microreactor