2008 Eighth Annual Beckman Scholars Symposium
Saturday Poster Session - July 29, 2006

The development of Grb2-SH2 domain binding antagonists has important implications in the treatment of various diseases, including human cancers. As a result of screening the fermentation broth of Penicillium multicolor, 8-O-methylsclerotiorinamine was found to significantly inhibit binding between the Grb2-SH2 domain and [3H]-phosphopeptide derived from Shc as well as inhibit the Grb2-Shc interactions in cell-based experiments. Herein, we report our approach towards the synthesis of 8-O-methylsclerotiorinamine featuring copper-mediated enantioselective oxidative dearomatization as a key step.