Studies toward the asymmetric synthesis of isoschizozygane alkaloids

ORGN 531

Jianguang Zhou and Nabi A. Magomedov. Department of Chemistry, University of Rochester, Rochester, NY 14627
Isoschizozygane alkaloids are structurally unique natural products isolated from the monotypic shrub Schizozygia Coffaeoides in tropical East Africa. Isoschizogaline (1) has recently been reported to possess moderate antibacterial properties. We describe our studies toward the asymmetric synthesis of isoschizozygan alkaloids featuring a Claisen rearrangement and a formal hetero Diels-Alder reaction to stereoselectively assemble the densenly functionalized skeletons of the targets.

 

Practical Synthesis and Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- 201B, Oral

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004