Asymmetric Total Synthesis of (+)-21-epi-Eburnamonine Via a Photocatalytic Radical Cascade Reaction

Abstract

An asymmetric total synthesis of (+)-21-epi-eburnamonine has been achieved. Key features of the synthesis include a visible-light photocatalytic intra-/intramolecular radical cascade reaction to assemble the tetracyclic ABCD ring system, and a highly diastereoselective Johnson-Claisen rearrangement to establish the C20 all-carbon quaternary stereocenter. Graphic Abstract

Synthesis of N-Fused Polycyclic Indole Derivatives via Ru(II)-Catalyzed C–H Bond Activation and Intramolecular Hydroarylation

“…Polycyclic indole derivatives are essential scaffolds in many drug molecules and natural products . Among different types of core structures, N -fused polycyclic indoles represent a major class that has been attractive, especially in drug discovery (Scheme a) . Consequently, the development of efficient and selective reactions that construct these fused cyclic systems has attracted more attention in recent years.…”