Study Of Biomimetic Total Synthesis Of Scabellones A-D

With the rapid development of pharmacology and organic synthesis,more and more natural products with good biological activity have been discovered and characterized.At the same time,how to design a strategy efficiently and concisely is challenge for us.Therefore,biomimetic total synthesis aims to study the formation of natural products,and the design of efficient the synthetic route are challenging topics.This thesis mainly studied the natural products scabellone B by biomimetic total synthesis.In this thesis,we summarized the isolation and activity of scabellone B.In addition,we introduced some synthesis strategies of natural products which has benzopyran structure unit in recent years.Finally,we developed a concise and efficient biomimetic synthesis route with 1,2,4-trimethoxybenzene.The key of strategy based on two steps: 1)the ether phenolic structure is obtained by CAN oxidation coupling to coupling biquinone skeleton;2)Using different kinds of base to finish the oxo-6π electrocyclization in good cyclization selectivity.In the process of experiments,we got four kinds of natural products scabellones A-D respectively.A biomimetic synthetic approach to scabellone B has been achieved in five steps and 32% overall yield.This thesis used the method of biomimetic synthesis to build four kinds of natural products of scabellones,and provided a relatively simple and efficient synthesis of natural products scabellone B.