A tin-free route to trans -Diels-Alder motifs by visible light photoredox catalysis

Abstract

A tin-free trans-Diels-Alder paradigm for the stereoselective synthesis of trans-fused polycyclic systems was developed through the photocatalytic reductive dehalogenation of α-haloketones promoted by visible light. Good to excellent diastereoselectivities were observed in the stereoselective construction of trans-fused octalone derivatives under mild reaction conditions. © 2015 American Chemical Society