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The three olefinic double bonds of natural apicularen A (1a) were cleaved by olefin cross-metathesis in the presence of ethylene and Hoveyda-Grubbs catalyst with concomitant E/Z isomerization of Delta(17,18). On extended conversion, 18,19-seco-apicularen A (3) was accumulated and isolated in pure state in 25% yield. In total synthesis, 3 is a valuable… (More)