SYNTHESIS OF ICETEXANE NATURAL PRODUCT SCAFFOLDS

Abstract

Icetexanes are a family of natural products with a wide array of biological activities, making them desirable targets for synthetic chemists over the past decade. Chapter 1 outlines the structure and different types of icetexanes—from the first isolated icetexane to the classification system that arose from the numerous icetexanes that have since been discovered. Along with the biosynthetic pathway, chapter 1 takes a closer look at early synthetic developments towards the core structure of icetexanes. Chapter 2 outlines the structure and biological activity of the icetexane premnalatifolin A. Chapter 2 then delves into the synthetic efforts towards premnalatifolin A conducted by Mr. Daniel J. Moon and Dr. Mohammad Al–Amin in the Chain Laboratory. Inspired by Moon and Al-Amin’s works, Dr. Ali N. Amiri and Mr. Alexandre Ziegelmeier have made large strides towards the completion of both the northern and southern monomers of Premnalatifolin A. Chapter 3 introduces the necessity for a large array of icetexane analogues. Taking inspiration from my predecessors, my efforts towards the synthesis of three conventional unnatural icetexane analogues are detailed in chapter 3.