873657-41-1Relevant academic research and scientific papers
Enantioselective Pd-catalyzed allylation of acyclic α-fluorinated ketones
Wang, Wengui,Shen, Haiming,Wan, Xiao-Long,Chen, Qing-Yun,Guo, Yong
supporting information, p. 6347 - 6353 (2014/07/21)
Significant synthetic challenges remain for the asymmetric synthesis of tertiary α-fluoro ketones, which are potentially useful molecules for the development of drugs, agrochemicals, and functional materials. Herein, we describe the development of a method for the catalytic enantioselective synthesis of tertiary α-fluoro ketones via the Tsuji-Trost reaction of racemic acyclic α-fluorinated ketones. Enantioenriched acyclic α-cabonyl tertiary fluorides can be produced with the aid of a palladium/phosphinooxazoline catalyst.
Unexpected effect of the fluorine atom on the optimal ligand-to-palladium ratio in the enantioselective Pd-catalyzed allylation reaction of fluorinated enol carbonates
Belanger, Etienne,Houze, Clement,Guimond, Nicolas,Cantin, Katy,Paquin, Jean-Francois
supporting information; experimental part, p. 3251 - 3253 (2009/02/04)
The enantioselective Pd-catalyzed allylation reaction of fluorinated allyl enol carbonates is presented; a key feature of this transformation is the important effect of the ligand-to-palladium ratio on the enantioselectivity of the α-fluoroketones, since using a ligand excess (L/Pd ratio = 1.25: 1) led to moderate results (30-76% ee), while using a L/Pd ratio 1: 1.67 (to as low as 1: 4) allowed the desired products to be obtained with high enantiopurity (up to 94% ee). The Royal Society of Chemistry.
