Studies toward the oroidin dimers

ORGN 655

Carl J. Lovely, lovely@uta.edu, Sivappa Rasapalli, srasapalli@uta.edu, Nora M. Hernandez, lovely@uta.edu, Pasupathy Krishnamoorthy, Yong He, and Hongwang Du. Department of Chemistry and Biochemistry, University of Texas at Arlington, Box 19065, Arlington, TX 76019
The marine-derived metabolite, oroidin (1), formally serves as the building block for a diverse array of biologically active alkaloids of varying complexity. Among these derivatives, the dimeric congeners palau'amine (2), axinellamine A (3) and massadine (4) have attracted considerable attention among the synthetic community. Our own efforts have centered on Diels-Alder-rearrangement routes to construct the highly substituted spirocyclic cores found in these natural products. This presentation will describe our efforts these efforts, along with our continuing studies towards the completion of their total syntheses.

 

Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 132, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006