1448451-11-3Relevant academic research and scientific papers
Chiral Phosphoric Acid Catalyzed Asymmetric Desymmetrization of para-Quinamines with Isocyanates: Access to Functionalized Imidazolidin-2-one Derivatives
Hu, Kai-Wen,You, Xiao,Wang, Jin-Zheng,Wen, Xiaoan,Sun, Hongbin,Xu, Qing-Long,Lai, Zengwei
, p. 7873 - 7877 (2021/10/20)
The development of enantioselective desymmetrization of para-quinamines with isocyanates catalyzed by chiral phosphoric acid is reported. The strategy provides concise access to functionalized imidazolidin-2-one derivatives in high yields and enantioselectivities under mild reaction conditions. Remarkably, this reaction could be performed on a gram scale using 5 mol % catalyst loading and the chiral imidazolidin-2-one derivatives could be easily transformed into valuable scaffolds without disturbing the enantiopurity, demonstrating the synthetic utility of this protocol.
Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone- containing 1,6-enynes
Liu, Ping,Fukui, Yuki,Tian, Ping,He, Zhi-Tao,Sun, Cai-Yun,Wu, Nuo-Yi,Lin, Guo-Qiang
supporting information, p. 11700 - 11703 (2013/09/02)
The first Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone-containing 1,6-enynes is achieved through a tandem process: selective β-borylation of propargylic ether and subsequent conjugate addition to cyclohexadienone. The reaction proceeds with excellent regioselectivity and enantioselectivity to afford an optically pure cis-hydrobenzofuran framework bearing alkenylboronate and enone substructures. Furthermore, the resulting bicyclic products could be converted to bridged and tricyclic ring structures. This method extends the realm of Cu-catalyzed asymmetric tandem reactions using bis(pinacolato)diboron (B2pin 2).
