Cascade Reductive Rearrangement for the Stereoselective Synthesis of Multifunctional Piperidinones: A Combined Experimental and Computational Study

摘要

An efficient and practical reductive rearrangement reaction has been developed for the stereoselective synthesis of diverse piperidinones. This transformation features mild conditions, good substrate/functional group compatibility and large-scale synthetic potential. Subsequent combined DFT and experimen- tal studies revealed a reduction triggered cascade pathway in which the active imine species was involved as the key intermediate. The biological application of the products has also been demonstrated by acting as the potent antitumor agents, which further strengthens the synthetic utility of this approach.