Diversity-Oriented Synthesis of Natural Products via Gold-Catalyzed Cascade Reactions

Abstract

This account describes our group’s latest research in the field of diversity-oriented synthesis of natural products via gold-catalyzed cascade reactions. We present two general strategies based on gold-catalyzed cycloisomerization: a gold-catalyzed cascade reaction of 1,7-diynes and a pinacol-terminated gold-catalyzed cascade reaction. We highlight our development of synthetic methods for the construction of biologically active natural products by using these two strategies. 1 Introduction 2 Gold-Catalyzed Cascade Reactions of 1,7-Diynes 2.1 Collective Synthesis of C15 Oxygenated Drimane-Type Sesquiterpenoids 2.2 Synthesis of Left-Wing Fragment of Azadirachtin I 2.3 Collective Synthesis of Cladiellins 3 Pinacol-Terminated Gold-Catalyzed Cascade Reaction 3.1 Asymmetric Formal Total Synthesis of (+)-Cortistatins 3.2 Total Synthesis of Orientalol F 3.3 Asymmetric Total Synthesis of (–)-Farnesiferol C 4 Summary and Outlook