Establishing a "Ring‐Size‐Divergent" Synthetic Strategy: Synthesis, Structural Revision, and Absolute Configuration of Feroniellins.

Feroniellin analogs isolated from Feroniella lucida possess a furanocoumarin skeleton connected to monoterpenic five‐ to seven‐membered ethereal rings by an ether linkage and exhibit a broad spectrum of biological activities. In this contribution, we intended to establish a "ring‐size‐divergent" synthetic strategy for the monoterpenic five‐ to seven‐membered ethereal rings through the chemical sythesis of feroniellins. The short and comprehensive synthesis of feroniellins was achieved in only two steps from easily available bergamottin based on the "ring‐size‐divergent" strategy. In addition, these syntheses resulted in revision of the proposed structures for feroniellins A and B and the determination of all the absolute configurations of feroniellins; their preliminary anti‐inflammatory activities were investigated as well. [ABSTRACT FROM AUTHOR]