110598-53-3Relevant academic research and scientific papers
Cu/Chiral Phosphoric Acid-Catalyzed Asymmetric Three-Component Radical-Initiated 1,2-Dicarbofunctionalization of Alkenes
Lin, Jin-Shun,Li, Tao-Tao,Liu, Ji-Ren,Jiao, Guan-Yuan,Gu, Qiang-Shuai,Cheng, Jiang-Tao,Guo, Yu-Long,Hong, Xin,Liu, Xin-Yuan
, p. 1074 - 1083 (2019)
An asymmetric intermolecular, three-component radical-initiated dicarbofunctionalization of 1,1-diarylalkenes with diverse carbon-centered radical precursors and electron-rich heteroaromatics by a copper(I) and chiral phosphoric acid cooperative catalysis strategy has been developed, providing straightforward access to chiral triarylmethanes bearing quaternary all-carbon stereocenters with high efficiency as well as excellent chemo- and enantioselectivity. The key to success is not only the introduction of a sterically demanding chiral phosphoric acid to favor radical difunctionalization over the otherwise remarkable side reactions but also the in situ generation of carbocation intermediates from benzylic radical to realize asymmetric induction with the aid of a removable hydroxy directing group via cooperative interactions with chiral phosphate. Density functional theory calculations elucidated the critical chiral environment created by the hydrogen-bonding and ion-pair interactions between the chiral phosphoric acid catalyst and substrates, which leads to the enantioselective C-C bond formation.
PALLADIUM-CATALYSED REDUCTIVE ADDITION OF ARYL IODIDES TO ARYL AND ALKYLETHYNYLSILANES: A STEREO AND REGIOSELECTIVE ROUTE TO FUNCTIONALIZED 2,2-DISUBSTITUTED VINYLSILANES
Arcadi, A.,Cacchi, S.,Marinelli, F.
, p. 6397 - 6400 (2007/10/02)
Aryl and alkylethynylsilanes are converted into 2,2-disubstituted vinylsilanes containing various common functional groups in the presence of aryl iodides, a palladium catalyst, formic acid, and a tertiary or secondary amine with high stereoselectivity an
