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

Abstract

Alkaloids 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 Introduction

2 Total Synthesis of (+)-Gracilamine

3 Synthetic Studies on Monoterpene Indole Alkaloids

4 Total Synthesis of Hasubanan Alkaloids

5 Summary

Key words

oxidative phenolic coupling - aza-Michael reaction - hypervalent iodine - total synthesis - fused polycyclic alkaloids

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