1497405-08-9Relevant academic research and scientific papers
Catalytic Enantioselective Aza-pinacol Rearrangement
Yu, Yuanyuan,Li, Jingwen,Jiang, Long,Zhang, Jing-Ren,Zu, Liansuo
, p. 9217 - 9221 (2017/07/25)
The first catalytic enantioselective asymmetric aza-pinacol rearrangement is reported. The reactions are catalyzed by a chiral phosphoric acid and proceed via a highly organized transition state involving a cyclic aza-ortho-xylylene intermediate to afford the indoline structures with good to excellent enantioselectivity. The synthetic utility of this method is demonstrated by the asymmetric synthesis of a key intermediate to the natural product minfiensine and the identification of a chiral lead compound to repress antibiotic resistance.
Versatile access to chiral indolines by catalytic asymmetric fischer indolization
Martinez, Alberto,Webber, Matthew J.,Mueller, Steffen,List, Benjamin
supporting information, p. 9486 - 9490 (2013/09/23)
"Fisching" for complexity: The chiral Bronsted acid (R)-STRIP catalyzes the asymmetric Fischer indolization of a range of monosubstituted cyclopentanones and cyclohexanones to give chiral fused indolines bearing a quaternary stereogenic center at the 3-position. The method has been extended to include substrates bearing a tethered nucleophile, thus allowing for enantioselective indolization/ring-closing cascades to complex propellanes featuring two vicinal quaternary stereocenters. Copyright
