Total Synthesis of Berkeleyone A and Preaustinoid A through Epoxypolyene Cyclization

作者：Xingyi Li, Zhifang Chang, Shengfu Duan, Zhixiang Xie · 发表于：Angewandte Chemie International Edition · 年份：2024 · DOI：10.1002/anie.202416211 · 被引用次数：10 · 研究领域：Synthetic Organic Chemistry Methods、Oxidative Organic Chemistry Reactions、Marine Sponges and Natural Products

A bioinspired Lewis acid-catalyzed epoxypolyene cyclization was developed to construct the tetracyclic framework containing a bicyclo[3.3.1]nonane core and seven chiral centers. The usage of this approach for assembling these natural products of 6/6/6/6 tetracyclic skeleton with bicyclo[3.3.1]nonane core is demonstrated by the total synthesis of highly oxidized berkeleyone A and preaustinoid A.