Affiliation:
1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy Huazhong University of Science and Technology 13 Hangkong Road Wuhan 430030 China
2. Shandong Peninsula Engineering Research Center of Comprehensive Brine Utilization Weifang University of Science and Technology Shouguang 262700 China
3. Baylor College of Medicine Houston TX 77030 USA
Abstract
AbstractThe collective total syntheses of (±)‐hosieines A–C with a cage‐like tetracyclic framework have been realized, which includes the first syntheses of hosieines B‐C. The key strategy of the synthesis employs a one‐pot domino reaction that involves Cu‐catalyzed [3+2] cycloaddition, 1,6‐enone formation, and 1,6‐aza‐Michael addition forming the 5/6/6‐aza‐tricyclic skeleton. Other salient synthetic tactics comprise a challenging double bond migration and a 1,4‐aza‐Michael addition reaction to afford the tetracyclic framework.
Funder
National Natural Science Foundation of China
China Postdoctoral Science Foundation