Synthesis of novel labile rotenoids with unnatural trans-B/C ring systems
Abstract
6a,12a-Dehydrorotenoids are cleanly reduced in 1,4-fashion by DIBAL to give rotenoids having the unstable, unnatural, trans-B/C fusion, readily epimerised by acid to the cis-forms: an X-ray structure for (±)-trans-isorotenone confirms the nature of the ring fusion.