Publication at Faculty of Science, Faculty of Pharmacy in Hradec Králové |
2021
Abstract
The present study reports an asymmetric organocatalytic cascade reaction of oxindole derivates with alpha,beta-unsaturated aldehydes efficiently catalyzed by simple chiral secondary amine. Spirooxindole-fused cyclopentanes were produced in excellent isolated yields (up to 98%) with excellent enantiopurities (up to 99% ee) and moderate to high diastereoselectivities.
The synthetic utility of the protocol was exemplified on a set of additional transformations of the corresponding spiro compounds. In addition, a study showing the promising biological activity of selected enantioenriched products was accomplished.