Total synthesis of (-)-exiguolide via an organosilane-based strategy

An organosilane-based strategy has been used to accomplish the convergent total synthesis of (-)-exiguolide. The key steps involve: (1) geminal bis( silyl) Prins cyclization to construct the A ring; (2) silicon-protected RCM reaction to construct the 20-membered macrocycle; and (3) Hiyama-Denmark cross-coupling of vinylsilane with vinyliodide to install the triene side chain.