Sphingolipids are a class of compounds that play an important role in signal
Chapter 14, Problem 14.63(choose chapter or problem)
Sphingolipids are a class of compounds that play an important role in signal transmission and cell recognition. Fumonisin B1 is a potent sphingolipid biosynthesis inhibitor. OHOH NH2 OH O O O CO2H O CO2H HO2C CO2H 5 9 Fumonisin B1 6 7 8 A recent synthesis of fumonisin B1 employed the following transformation, involving the incorporation of carbons 79 via the formation of alkyne 2 from epoxide 1, shown below (Tetrahedron Lett. 2012, 53, 32333236). Starting with 3-bromo-1-propyne, show a synthesis of alkyne 2 from epoxide 1. O O O OR O O OR OH 1 2 5 6 9 7 8
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