Enantioselective Synthesis of dispirooxindole Derivatives via asymmetric catalytic cascade reactions

Ma, Rui; Zhang, Jia-Lu; Hu, Xiu-Qin*; Xu, Peng-Fei*

DOI: 10.1055/a-2017-4738

Abstract 

A series of optically active 3,3′-pyrrolidinyl-dispirooxindole derivatives containing CF3 moiety have been efficiently constructed through asymmetric catalytic cascade reactions catalyzed by cinchona-derived bifunctional squaramide catalyst, bearing four contiguous stereogenic centers and two of which are vicinal spiro-stereocenters. Additionally, a wide range of different substituted products has been achieved with moderate to high yields (up to 99% yield) and excellent stereoselectivities (up to >20:1 dr for all cases and up to 99% ee).