Total Syntheses of the Tropolone-Containing Sesquiterpene Olaximbriside A and Its Decarbonylated Counterpart Olaximbriside B
- PMID: 39264267
- DOI: 10.1021/acs.joc.4c01738
Total Syntheses of the Tropolone-Containing Sesquiterpene Olaximbriside A and Its Decarbonylated Counterpart Olaximbriside B
Abstract
The racemic modification of the α-tropolone-containing sesquiterpene olaximbriside A [viz. (±)-4)] has been prepared over 12 steps from the readily accessible decalin derivative 12. The last two of these steps involve a fully regiocontrolled substitution reaction of bromotropone 24. The aromatization of a stereoisomeric and co-produced form of compound 12 has provided (±)-olaximbriside B [(±)-5)].