7519-92-8Relevant articles and documents
Palladium(II)-Catalyzed Enantioselective Synthesis of α-(Trifluoromethyl)arylmethylamines
Johnson, Thomas,Luo, Bo,Lautens, Mark
, p. 4923 - 4930 (2016/07/06)
We describe a method for the synthesis of α-(trifluoromethyl)arylmethylamines that consists of the palladium(II)-catalyzed addition of arylboroxines to imines derived from trifluoroacetaldehyde. Palladium acetate is used as a catalyst with electron-neutral or electron-rich arylboroxines, and it was found that addition of an ammonium or silver salt was crucial to promote the reaction of electron-poor boroxines. With (S)-t-Bu-PyOX as the chiral ligand, this method delivers a variety of α-trifluoromethylated amines in 57-91% yield and with greater than 92% ee in most cases.
Oxidative Heck desymmetrisation of 2,2-disubstituted cyclopentene-1,3-diones
Walker,Lamb,Beattie,Nikodemiak,Lee
supporting information, p. 4089 - 4092 (2015/03/30)
Oxidative Heck couplings have been successfully developed for 2,2-disubstituted cyclopentene-1,3-diones. The direct coupling onto the 2,2-disubstituted cyclopentene-1,3-dione core provides a novel expedient way of enantioselectively desymmetrising all-carbon quaternary centres. This journal is
Scalable synthesis of oxazolones from propargylic alcohols through multistep palladium(II) catalysis: β-selective oxidative heck coupling of cyclic sulfonyl enamides and aryl boroxines
Alamsetti, Santosh Kumar,Persson, Andreas K. A.,Jiang, Tuo,Baeckvall, Jan-E.
supporting information, p. 13745 - 13750 (2014/01/06)
A whale of a scale: The title oxidative Heck coupling proceeded with unusual β selectivity to generate a variety of branched substituted oxazolones (see scheme; Ts=p-toluenesulfonyl). The three-step synthesis from readily available starting materials with a simple palladium catalyst and inexpensive reagents could be carried out in a single reaction vessel or scaled up for the preparation of large amounts of these amino acid precursors. Copyright
