Total synthesis and structural revision of an isopanepoxydone analog isolated from Lentinus strigellus. 2018

Yi Man, and Shaomin Fu, and Juan Chen, and Bo Liu
Key Laboratory of Green Chemistry &Technology of the Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan 610064, China. chembliu@scu.edu.cn fsm09@aliyun.com.

Asymmetric total synthesis of compound 1, as a proposed molecular structure of a natural product, in 11 steps is described. The inconsistency of the characterization data between our synthesized sample and the natural product prompted us to propose a different molecular structure as compound 2 and accordingly accomplish total synthesis in 9 steps and confirm the structural revision of this natural product. Both total syntheses feature highly regio- and diastereoselective epoxidation, Stille cross-coupling and cross-metathesis.

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