Chiral FLP-catalyzed asymmetric hydrogenation of 3-fluorinated chromones
Yun Dai, Wei Meng, Xiangqing Feng, Haifeng Du
Abstract
The asymmetric hydrogenation of fluorinated olefins is an efficient pathway towards the synthesis of chiral fluorine-containing compounds. This paper described metal-free asymmetric hydrogenation of 3-fluorinated chromones with the use of readily available achiral borane and chiral oxazoline as an FLP catalyst for the first time. A variety of optically active 3-fluorochroman-4-ones were obtained in high yields with up to 88% ee.
Topics & Concepts
Asymmetric hydrogenationChemistryCatalysisOxazolineBoraneOptically activeOrganic chemistryFluorineEnantioselective synthesisCombinatorial chemistryFluorine in Organic ChemistryAsymmetric Hydrogenation and CatalysisOrganoboron and organosilicon chemistry