Study On The Synthesis Of 6-Hydroxymellein And Its Analogues And Ansaspirolide

Natural products are those compounds isolated from the nature including animals,plants or bacterial organisms.Most of them have important activities or potential medicinal value.Due to the low isolated yield of natural products,total synthesis become more and more importantly in organic chemistry and the pharmaceutical industry.This thesis aims at the total synthesis of natural products with important biological activities through oxidative dearomatization strategies.There are three parts of content:Part 1: a review of oxidative dearomatization,including the oxidation reagent,the mechanism of I(III)oxidation process,and their applications in the construction of bridgedand spiro-compounds.Part 2: study on the total synthesis of plant endophytic fungi of 6-Hydroxymellein and its analogous.We synthesized seven natural products from 3,5-dibromobezene and(R)/(S)-propylene oxide using oxo-Pictet-Spengler reaction as the key step.Three of them are the first total synthesis.Part 3: study on the synthesis of volatile oil of Ansapirolid isolated from angelica root.Oxidative dearomatization/Diels-Alder reaction was chosen as the key step to construction of the characteristic [2.2.2] bridged ring skeleton.