ANALOG ORIENTED SYNTHESIS OF TERPENOID CORES: TOWARD DOLESTANE AND PSEUDOGUAIANOLIDE ARCHITECTURES

Fabien Emmetiere, Alexander J. Grenning

Department of Chemistry, University of Florida, Gainesville FL 32611-7200, USA

Terpene molecules are abundant in nature and many are relevant from a pharmaceutical standpoint. Unfortunately, natural abundance can be low and chemical synthesis remains an outstanding challenge. In order to tackle this limitation, we have devised simple and scalable methodology to access terpenoid cores using readily available reagents. Using this approach, simple cyclic ketones were converted to decorated 5-7 or 6-7 fused ring systems in only 4 steps. Presented is our progess to date toward dolestane and pseudo-guaianolide natural products.