Total Synthesis of Fused Polycyclic Alkaloids Based on Oxidative Phenolic Couplings and Aza-Michael Reactions

Abstract

AbstractAlkaloids with fused polycyclic frameworks are attractive targets for synthetic organic chemists because of their structural complexity and biological activities, and a variety of strategies for their synthesis have been developed. Herein, we describe our strategy of utilizing oxidative phenolic coupling and a regioselective intramolecular aza-Michael reaction to generate fused polycyclic structural frameworks, and its application for the total syntheses of (+)-gracilamine and various hasubanan alkaloids.1 Introduction2 Total Synthesis of (+)-Gracilamine3 Synthetic Studies on Monoterpene Indole Alkaloids4 Total Synthesis of Hasubanan Alkaloids5 Summary