Keywords
cyclization|radical reactions|tricyclic compounds|photocatalysis|enols
Comprehensive Summary
Photo-induced electron transfer (PET) of silyl enol ethers has been used to achieve several fused ring systems. However, the method has limited utility due to its narrow substrate scope, low product yields, unsatisfactory stereo- and regio- selectivity. Herein, we report a PET-triggered cascade reaction of silyl enolate to angular fused tricyclic scaffold. The reaction demonstrates good substrate scope and stereo-selectivity. The regio- and stereo- selectivity of this cascade reaction is elucidated via DFT calculation and conformational analysis.