An Eight-Step Total Synthesis of Pyrroloquinolone-Type Lycopodium Alkaloid via a Tandem Annulation Approach

• 作者: Lin-Rui Zhong Yuanjie Yang Bing-Bing Huang Zhu-Jun Yao
• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2020,（12）
• 所属期刊栏目: Concise Reports
• 页码范围: 1560-1564
• 页数: 5页
• 语种: 英文
• DOI: 10.1002/cjoc.202000273

摘要

A total synthesis of 6,7,9,10,12,12a-hexahydro-2-methyl-(2R,4aS,12aS)-2H,5H-benzo[e]pyrrolo-[3,2,1-ij]quinolone-4,11(1H,3H)-dione(1),a unique pyrroloquinolone-type Lycopodium alkaloid containing a complex 6/6/6/5 tetracyclic core,has been disclosed in eight steps and 38％ overall yield.The reported synthesis features a short,efficient synthesis of the crucial multi-substituted cyclohexanone intermediate with three stereogenic centers,and one-pot generation of the complex 6/6/6/5 tetracyclic core in a single tandem step.