Journal of the American Chemical Society, Vol.131, No.17, 6066-6066, 2009
Total Synthesis of the Sphingolipid Biosynthesis Inhibitor Fumonisin B-1
The first total synthesis of the sphingolipid biosynthesis inhibitor fumonisin B, has been achieved. This convergent synthesis utilizes oxonia Cope rearrangements to prepare two key homoallylic alcohols, which are then functionatized to the primary components A and B for cross-coupling. Other highlights of our approach include a new and efficient synthesis of the diprotected tricarballylic acid C and a global deprotection strategy as the final step.