The Untold Journey of Total Synthesis of Natural Products

This personal Account presents the developments of two synthetic strategies (Phenol Oxidative Dearomatization, POD; and Fu ran Oxidative dearomatization, FOD) for total synthesis of natural products. The POD program was originally derived from our first total synthesis of tenuipyrone, while our productive FOD program arose from the total synthesis of the uprolide family. Instead of a review summary of our total synthesis, this Account is focused on how these total synthesis projects are conceived and connected from the perspective of laboratory development. It is evident that total synthesis is not an isolated event, but a connecting and inspirational point that sparks new ideas and new projects.1 Introduction2 Total Synthesis versus Synthetic Methodology3 Development of Phenol Oxidative Dearomatization (POD) for Total Synthesis4 Development of Furan Oxidative Dearomatization (FOD, Achmatowicz rearrangement) for Total Synthesis 5 Conclusion and Outlook

Automated summary

This Account presents the use of two synthetic strategies (Phenol Oxidative Dearomatization, POD; and Fur an Oxidative Dearomatization, FOD) in the total synthesis of natural products. It focuses on how these total synthesis projects are conceived and connected from the perspective of laboratory development. Total synthesis is shown to be a connecting and inspirational point that sparks new ideas and projects.