Spiroketals via spirodiepoxides: Studies towards A-B ring system of pectenotoxin

ORGN 70

Stephen D. Lotesta, lotesta@rutchem.rutgers.edu and Lawrence J. Williams, ljw@rutchem.rutgers.edu. Department of Chemistry and Chemical Biology, Rutgers University, 610 Taylor Road, Piscataway, NJ 08854
Due to its structural complexity and potent cytotoxicity against a wide range of cancer cells pectenotoxin has been the focus of many synthetic groups since its initial discovery in 1985. Spirodiepoxides are an under-utilized functional group that our group has recently applied to target-oriented synthesis in accessing alpha-hydroxy ketones. This talk will discuss intramolecular reactions designed to exploit spirodiepoxides in the stereoselective construction of the A-B spiroketal ring system of pectenotoxin.