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

Organic & Biomolecular Chemistry Pub Date: 2018-06-20 DOI: 10.1039/C8OB01168K

Abstract

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.

Graphical abstract: Total synthesis and structural revision of an isopanepoxydone analog isolated from Lentinus strigellus
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