Total Synthesis of the C-1 – C-19 Fragment of Phorboxazoles

Phorboxazoles have become interesting synthetic target, because of their challenging molecular structure and their potent anticancer, antifungal, and antibiotic activity. In this study, two different strategies are used to form two tetrahydropyran rings in the fragment of C-1 – C-19 of phorboxazoles. The first strategy was designed to use oxazole aldehyde as the starting material through Wittig reaction, whereas the second approach was assumed using oxazole methyl ketone by cross metathesis. The key reaction in both strategies will be the application of our developed stereodivergent oxy-Michael reaction methodology.