光促进的山道年重排反应在复杂萜类天然产物全合成中的应用

Application of Photochemical Rearrangement of Santonin in Total Synthesis of Complex Natural Terpenoids

萜类化合物在自然界中广泛存在,其中倍半萜内酯广泛存在于各种药用植物中,是许多传统中草药的主要活性成分,然而这类化合物的化学全合成却极具挑战性.山道年是一种廉价的可再生资源,且光促进的山道年重排反应是一种构建愈创木内酯骨架的高效方法,在萜类天然产物合成中得到广泛应用.就光促进的山道年重排在复杂萜类天然产物的合成工作进行简单的概述,主要包括倍半萜内酯及其寡聚物全合成以及个别二萜天然产物的骨架合成研究.

Terpenoids represent one of the largest and most diverse classes of secondary metabolites and widely exist in nature. Among them, sesquiterpene lactones are ubiquitous in a variety of medicinal plants, which are the main active ingre- dients of many traditional Chinese herbal medicines. However, it is extremely challenging to accomplish the total synthesis of these natural compounds. Photochemical rearrangement of santonin is an effective strategy to construct the guaianolide skel- eton. Furthermore, as a renewable natural resource, santonin was extensively used in natural product total synthesis, espe- cially complex terpenoids. In this review, a brief overview of application of photochemical rearrangement of santonin in total synthesis of natural terpenoids is presented, which mainly includes： （1） the synthesis of sesquiterpene and its oligomers, and （2） the core structure construction of some diterpenoids.